成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

Home Cart 0 Sign in  

[ CAS No. 2537-48-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 2537-48-6
Chemical Structure| 2537-48-6
Structure of 2537-48-6 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 2537-48-6 ]

Related Doc. of [ 2537-48-6 ]

Alternatived Products of [ 2537-48-6 ]
Product Citations

Product Details of [ 2537-48-6 ]

CAS No. :2537-48-6 MDL No. :MFCD00001893
Formula : C6H12NO3P Boiling Point : -
Linear Structure Formula :(C2H5O)2P(O)CH2CN InChI Key :KWMBADTWRIGGGG-UHFFFAOYSA-N
M.W : 177.14 Pubchem ID :75676
Synonyms :

Calculated chemistry of [ 2537-48-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.83
Num. rotatable bonds : 5
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 41.54
TPSA : 69.13 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.39 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.85
Log Po/w (XLOGP3) : -0.01
Log Po/w (WLOGP) : 1.78
Log Po/w (MLOGP) : -0.16
Log Po/w (SILICOS-IT) : 0.1
Consensus Log Po/w : 0.71

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.6
Solubility : 44.3 mg/ml ; 0.25 mol/l
Class : Very soluble
Log S (Ali) : -0.99
Solubility : 18.0 mg/ml ; 0.102 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.45
Solubility : 6.27 mg/ml ; 0.0354 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.83

Safety of [ 2537-48-6 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P280-P302+P352-P332+P313-P337+P313-P261-P301+P312 UN#:3278
Hazard Statements:H315-H319-H335-H301+H311+H331 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 2537-48-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2537-48-6 ]

[ 2537-48-6 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 7169-34-8 ]
  • [ 2537-48-6 ]
  • [ 52407-43-9 ]
YieldReaction ConditionsOperation in experiment
66% With hydrogenchloride; In tetrahydrofuran; Step A: Preparation of 3-Cyanomethylbenzo[b]furan STR8 To a suspension of 27 gms (1.12 mole) of oil free sodium hydride in 400 ml of tetrahydrofuran (THF) was added dropwise a solution of 199.2 gms (1.12 mole) of diethylcyanomethylphosphonate in 400 mL of THF. After the H2 evolution had ceased, a solution of 150.1 g (1.12 mole) of 3-(2H)-benzo[b]-furanone in 1 L of THF was added. The solution was heated at 70 C. for 1.5 hours, cooled, and poured into 500 mL of 5% HCl, and washed with ether. The ether phase was washed with brine, dried (MgSO4), filtered and concentrated to give 15.4 g of a dark oil. The product was distilled at 110-120 C./0.7 Torr Hg to give 116 g (66% yield) of a yellow oil which crystallized upon standing.
With hydrogenchloride; In tetrahydrofuran; Step A: Preparation of 3-Cyanomethylbenzo[b]furan To a suspension of 2.64 grams (0.11 mole) of oil free sodium hydride in 200 milliliters of tetrahydrofuran (THF) was added dropwise a solution of 19.47 grams (0.11 mole) of diethyl cyanomethylphosphonate in 75 milliliters of THF. After the H2 evolution had ceased, a solution of 13.4 grams (0.1 mole) of 3-(2H)-benzo[b]furanone in 100 milliliters of THF was added. The solution was heated at 70 C. for 1.5 hours, cooled, and poured into 500 milliliters of 5% HCl, and worked up using conventional procedures and finally distilled at 96-100 C./0.075 mm Hg to obtain a yellow oil product which crystallized upon standing.
With hydrogenchloride; In tetrahydrofuran; Step A: Preparation of 3-Cyanomethylbenzo[b]furan To a suspension of 2.64 gms (0.11 mole) of oil free sodium hydride in 200 ml of tetrahydrofuran (THF) was added dropwise a solution of 19.47 gms (0.11 mole) of diethylcyanomethylphosphonate in 75 mL of THF. After the H2 evolution had ceased, a solution of 13.4 g (0.1 mole) of 3-(2H)-benzo[b]-furanone in 100 mL of THF was added. The solution was heated at 70 C. for 1.5 hrs, cooled, and poured into 500 mL of 5% HCl, and washed with ether. The ether phase was washed with brine, dried (MgSO4), filtered and concentrated to give 15.4 g of a dark oil. The product was distilled at 96-100 C./0.075 mm Hg to give 10.85 g of a yellow oil which crystallized upon standing.
With hydrogenchloride; In tetrahydrofuran; Step A: Preparation of 3-Cyanomethylbenzo[b]furan To a suspension of 2.64 gms (0.11 mole) of oil free sodium hydride in 200 ml of tetrahydrofuran (THF) was added dropwise a solution of 19.47 gms (0.11 mole) of diethylcyanomethylphosphonate in 75 mL of THF. After the H2 evolution had ceased, a solution of 13.4 g (0.1 mole) of 3-(2H)-benzo[b]furanone in 100 mL of THF was added. The solution was heated at 70 C. for 1.5 hours, cooled, and poured into 500 mL of 5% HCl, and washed with ether. The ether phase was washed with brine, dried (MgSO4), filtered and concentrated to give 15.4 g of a dark oil. The product was distilled at 96-100 C./0.075 mm Hg to give 10.85 g of a yellow oil which crystallized upon standing.
With hydrogenchloride; In tetrahydrofuran; Step A Preparation of 3-Cyanomethylbenzo[b]furan To a suspension of 2.64 grams (0.11 mole) of oil free sodium hydride in 200 milliliters of tetrahydrofuran (THF) was added dropwise a solution of 19.47 grams (0.11 mole) of diethyl cyanomethylphosphonate in 75 milliliters of THF. After the H2 evolution had ceased, a solution of 13.4 grams (0.1 mole) of 3-(2H)-benzo[b]furanone in 100 milliliters of THF was added. The solution was heated at 70 C. for 1.5 hours, cooled, and poured into 500 milliliters of 5% HCl, and worked up using conventional procedures and finally distilled at 96-100 C./0.075 mm Hg to obtain a yellow oil productwhich crystallized upon standing.
With hydrogenchloride; In tetrahydrofuran; Step A Preparation of 3-Cyanomethylbenzo[b]furan To a suspension of 2.64 gms (0.11 mole) of oil free sodium hydride in 200 ml of tetrahydrofuran (THF) was added dropwise a solution of 19.47 gms (0.11 mole) of diethylcyanomethylphosphonate in 75 mL of THF. After the H2 evolution had ceased, a solution of 13.4 g (0.1 mole) of 3-(2H)-benzo[b]furanone in 100 mL of THF was added. The solution was heated at 70 C. for 1.5 hours, cooled, and poured into 500 mL of 5% HCl, and washed with ether. The ether phase was washed with brine, dried (MgSO4), filtered and concentrated to give 15.4 g of a dark oil. The product was distilled at 96-100 C./0.075 mm Hg to give 10.85 g of a yellow oil which crystallized upon standing.

  • 2
  • [ 53400-41-2 ]
  • [ 2537-48-6 ]
  • [ 85774-75-0 ]
  • 3
  • [ 53400-41-2 ]
  • [ 2537-48-6 ]
  • [ 85774-77-2 ]
  • [ 85774-75-0 ]
  • 4
  • [ 2537-48-6 ]
  • [ 121660-37-5 ]
  • [ 256431-72-8 ]
  • 5
  • [ 2537-48-6 ]
  • (Z)-1-[2-Cyclopropyl-4-(4-fluoro-phenyl)-6,7-dimethoxy-quinolin-3-yl]-3-ethoxy-prop-2-en-1-ol [ No CAS ]
  • [ 256431-72-8 ]
  • 6
  • [ 2537-48-6 ]
  • [ 20357-21-5 ]
  • 3-(2-bromo-6-nitrophenyl)-2-propenenitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dimethyl sulfoxide; In ethyl acetate; Preparation Example 1 2-Amino-9-bromoquinoline After stirring <strong>[20357-21-5]2-bromo-6-nitrobenzaldehyde</strong> (30.4 g), magnesium oxide (75 g) and dimethyl sulfoxide (11.3 ml) sufficiently for 1 minute, diethyl (cyanomethyl)phosphonate (25.8 ml) was added thereto and the mixture was stirred for further 2 hours. After the completion of stirring, the mixture was left stand overnight. Then, ethyl acetate was added thereto, and the mixture was stirred and then filtered. The filtrate was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate), to give 32 g of 3-(2-bromo-6-nitrophenyl)-2-propenenitrile (E-isomer:Z-isomer=3:1). 1H-NMR (CDCl3) delta (ppm): 5.63 (d, J=16.5 Hz, E-isomer 1H), 5.81 (d, J=10.8 Hz, Z-isomer 1H), 7.42-7.52 (m, E-isomer 1H, Z-isomer 2H), 7.56 (d, J=16.5 Hz, E-isomer 1H), 7.90-8.16 (m, E-isomer 2H, Z-isomer 2H).
With dimethyl sulfoxide; In ethyl acetate; Production Example 1b 2-Amino-5-bromoquinoline <strong>[20357-21-5]2-Bromo-6-nitrobenzaldehyde</strong> (30.4 g), magnesium oxide (75 g) and dimethyl sulfoxide (11.3 ml) were sufficiently stirred for one minute. Then, to the mixture was added diethyl (cyanomethyl) phosphonate (25.8 ml) and the mixture was stirred for further 2 hours. The stirring was stopped and the reaction mixture was allowed to stand overnight. Thereafter, ethyl acetate was added thereto and the resulting mixture was stirred, followed by filtering. The filtrate was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate), to give 32 g of 3-(2-bromo-6-nitrophenyl)-2-propenenitrile (E isomer:Z isomer=3:1). 1H-NMR(CDCl3) delta (ppm): 5.63 (d,J=16.5Hz,E-isomer1H), 5.81(d,J=10.8Hz,Z-isomer 1H), 7.42-7.52(m,E-isomer 1H,Z-isomer 2H), 7.56(d,J=16.5Hz,E-isomer 1H), 7.90-8.16(m,E-isomer 2H, Z-isomer 2H).
With dimethyl sulfoxide; In ethyl acetate; PRODUCTION EXAMPLE 1b 2-Amino-5-bromoquinoline <strong>[20357-21-5]2-Bromo-6-nitrobenzaldehyde</strong> (30.4 g), magnesium oxide (75 g) and dimethyl sulfoxide (11.3 ml) were sufficiently stirred for one minute. Then, to the mixture was added diethyl (cyanomethyl)phosphonate (25.8 ml) and the mixture was stirred for further 2 hours. The stirring was stopped and the reaction mixture was allowed to stand overnight. Thereafter, ethyl acetate was added thereto and the resulting mixture was stirred, followed by filtering. The filtrate was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate), to give 32 g of 3-(2-bromo-6-nitrophenyl)-2-propenenitrile (E isomer:Z isomer=3:1). 1H-NMR(CDCl3) delta (ppm): 5.63(d, J=16.5 Hz, E-isomer1H), 5.81(d, J=10.8 Hz, Z-isomer 1H), 7.42-7.52(m, E-isomer 1H,Z-isomer 2H), 7.56(d, J=16.5 Hz, E-isomer 1H), 7.90-8.16(m, E-isomer 2H, Z-isomer 2H).
  • 7
  • [ 2537-48-6 ]
  • [ 83802-71-5 ]
  • [ 187872-53-3 ]
YieldReaction ConditionsOperation in experiment
75% Reference Example 10 (E)-(5-fluoro-6-methoxyindan-1-ylidene) acetonitrile In the same manner as in Reference Example 7, the target compound was obtained from <strong>[83802-71-5]5-fluoro-6-methoxy-1-indanone</strong> and diethyl cyanomethylphosphonate. The yield was 75percent. m.p.: 197-199° C. (recrystallized from hexane/ethyl acetate); NMR (CDCl3) delta: 3.00-3.19 (4H, m), 3.92 (3H, s), 5.53 (1H, t, J=2.2 Hz), 7.02 (1H, d, J=7.6 Hz), 7.07 (1H, d, J=10.3 Hz); Elemental Analysis for C12 H10 FNO: Calcd.: C 70.93; H 4.96; N 6.89; Found: C 70.65; H 5.13; N 6.99
  • 8
  • [ 2537-48-6 ]
  • [ 52407-43-9 ]
YieldReaction ConditionsOperation in experiment
6.67 g (100%) In tetrahydrofuran; hexane; Step (1) Preparation of 3-Benzofuranylacetonitrile To a stirred mixture of hexane washed sodium hydride (2.21 g, 0.046 mol, 50%/mineral oil) in THF (125 mL), was added diethyl cyanomethylphosphonate (8.15 g, 0.046 mol) dropwise. The reaction was stirred at room temperature for 1/2 hour, 3-coumaranone (sublimed) (5.6 g, 0.042 mol) in THF (100 mL) was added dropwise at 0 C., and the reaction mixture was stirred at room temperature overnight. The mixture was diluted with water (300 mL), and extracted with ether (800 mL). The extracts were washed with brine (2*100 mL), dried (MgSO4), and concentrated to yield 6.67 g (100%) of the product as an off-white solid. NMR (CDCl3, 200 MHz): δ 3.77 (s, 2H), 7.2-7.9 (m, 5H).
  • 9
  • [ 3240-35-5 ]
  • [ 2537-48-6 ]
  • [ 10079-78-4 ]
  • [ 88961-77-7 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; The amine starting material was prepared as follows: p-Aminosulphonylbenzaldehyde was reacted with diethyl cyanomethylphosphonate/sodium hydride in tetrahydrofuran to give 1-cyano-2-(4-aminosulphonylphenyl)-ethane which was hydrogenated in methanol with Raney-cobalt as the catalyst to give 3-(4-aminosulphonylphenyl)-propylamine.
  • 10
  • [ 2537-48-6 ]
  • [ 703-67-3 ]
  • 6-fluoro-1,2,3,4-tetrahydro-1-naphthaleneacetonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
palladium on charcoal; In 1,2-dimethoxyethane; water; ethyl acetate; Part A To a mixture of 7.2 g. (0.3 mole) of sodium hydride in 350 ml. of dimethoxyethane under a nitrogen atmosphere add in a dropwise fashion 53.1g. (0.3 mole) of diethyl cyanomethylphosphonate, maintaining the temperature at 25°-30° during the addition. After stirring the reaction mixture for 1.5 hours, slowly add 24.6 g. (0.2 mole) of <strong>[703-67-3]6-fluoro-3,4-dihydro-1(2H)-naphthalenone</strong> and stir the resulting mixture atroom temperature for 0.5 hours then at reflux for 2 hours. Cool the mixture, add water and isolate the product with ether. Purify the crude 6-fluoro-1,2,3,4-tetrahydro-Delta1(2H),alpha -naphthaleneacetonitrile by distillation. Hydrogenate a mixture containing 18.7 g. (0.1 mole) of the above nitrile and 4 g. of 5percent palladium on charcoal in 200 ml. of ethyl acetate under 4 atmospheres of hydrogen for 2 days. Filter the mixture, remove the solventand distil the remaining oil to give 6-fluoro-1,2,3,4-tetrahydro-1-naphthaleneacetonitrile.
  • 11
  • [ 2537-48-6 ]
  • [ 156866-52-3 ]
  • C15H18N2O2 [ No CAS ]
  • 12
  • [ 2537-48-6 ]
  • [ 83802-71-5 ]
  • (E)-(5-fluoro-6-methoxyindan-1-ylidene)acetonitrile [ No CAS ]
  • 13
  • [ 51907-18-7 ]
  • [ 2537-48-6 ]
  • [ 1037841-07-8 ]
YieldReaction ConditionsOperation in experiment
Reference Example 31; 6,7-dihydro-5H-cyclopenta[c]pyridin-7-ylacetonitrile [Show Image]; To a solution of diethyl cyanomethylphosphonate (346 mg, 1.95 mmol) in tetrahydrofuran (10 mL) was added 60percent sodium hydride (54.0 mg, 1.35 mmol) under ice-cooling, and the mixture was stirred at room temperature for 30 min. The mixture was added to a solution of <strong>[51907-18-7]5,6-dihydro-7H-cyclopenta[c]pyridin-7-one</strong> (130 mg, 0.976 mmol) in tetrahydrofuran (5 mL) under ice-cooling, and the mixture was stirred for 15 min. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=50/50-->80/20). To a solution of the purified product in methanol (10 mL) was added palladium-carbon powder (30 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature for 4 hr. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=40/60-->70/30) to give the title compound (95.0 mg, yield 62percent). 1H-NMR (CDCl3) delta: 1.87 - 2.03 (1H, m), 2.42 - 3.14 (5H, m), 3.53 - 3.66 (1H, m), 7.22 (1H, dd, J = 4.9, 0.8 Hz), 8.46 (1H, d, J = 4.9 Hz), 8.55 (1H, s).
  • 14
  • [ 2537-48-6 ]
  • [ 694-82-6 ]
  • 2-(2-fluorocyclohexylidene)acetonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a solution of diethyl (cyanomethyl)phosphonate (528 g, 2.98 mol) in THF (1.75 L) under nitrogen at 10C, was added TEA (302 g, 2.98 mol) and LiBr (259 g, 2.98 mol). The resulting solution was stirred for 30 minutes and then a solution of 2-fluorocyclohexan-l- one (350 g, 2.71 mol, 90% pure) in THF (1.75 L) was added dropwise at 10C. The reaction was stirred at room temperature for 2 hours, diluted with water (300 mL), and the resulting solution was extracted with ethyl acetate (x 3). The organic layers were combined and washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica chromatography, eluting with 2-5% ethyl acetate/petroleum ether to afford an oil.
  • 15
  • [ 22929-52-8 ]
  • [ 2537-48-6 ]
  • 2-(dihydrofuran-3(2H)-ylidene)acetonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a stirred solution of sodium hydride (1.34 g, 55.8 mmol, 60 wt.percent dispersion in mineral oil) in THF (250 mL) was added diethyl (cyanomethyl)phosphonate (9.88 g, 55.8 mmol) by dropwise addition at 0°C. The mixture was stirred at 0°C for 30 minutes then <strong>[22929-52-8]dihydrofuran-3(2H)-one</strong> (4.0 g, 47 mmol) was added by dropwise addition at 0°C. The resulting mixture was stirred for 2 hours at 0°C, then the mixture was diluted with dichloromethane (500 mL) and washed with water. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica chromatography, eluting with 0-5percent ethyl acetate in petroleum ether to afford the title compound as a mixture of E and Z isomers. 1H NMR (400 MHz, CDC13): delta 5.39 (s, 1H), 4.60 (s, 2H), 4.07- 4.00 (m, 2H), 2.78 (m, 2H). 1H NMR (400 MHz, CDC13): delta 5.36 (s, 1H), 4.46 (s, 2H), 4.03 (m, 2H), 2.92 (m, 2H).
  • 16
  • [ 2537-48-6 ]
  • [ 175711-83-8 ]
  • (E)-3-(4-chloro-2-fluorophenyl)but-2-enenitrile [ No CAS ]
  • (Z)-3-(4-chloro-2-fluorophenyl)but-2-enenitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
74%; 3% With 18-crown-6 ether; potassium carbonate; In toluene; at 70℃; for 20h; The mixture of 4?-chloro-2?-fluoroacetophenone (3.97 mL, 29.0 mmol), diethyl cyanomethylphosphonate (5.16 mL, 31.9 mmol), 18-crown-6 (117 mg, 0.435 mmol), potassiumcarbonate (6.01 g, 43.5 mmol) and toluene (80 mL) was heated to 70 C for 20 hours. Reaction mixture was cooled and water (100 mL) was added. Phases were separated and aqueous phase was extracted with AcOEt (4 x 100 mL). Organic phases were combined, washed with brine, dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by column chromatography (silicagel, eluent: heptane 100% toheptane:AcOEt = 98:2, v/v). (E)-3-(4-Chloro-2-fluorophenyl)but-2-enenitrile as white crystals and (Z)-3-(4-chloro-2-fluorophenyl)but-2-enenitrile as a light yellow oil were obtained with the yields of 74% (4.20 g, 21.5 mmol) and 3% (156 mg, 0,80 mmol), respectively. Also the mixture of isomers (E) and (Z) as a colorless oil was obtained with a yield of 22% (1.23 g, 6.28 mmol).
  • 17
  • [ 2537-48-6 ]
  • [ 32024-15-0 ]
  • 4,5-dimethoxy-3-iodocinnamyl nitrile [ No CAS ]
  • 18
  • [ 2537-48-6 ]
  • [ 42906-19-4 ]
  • C27H29N2O3P [ No CAS ]
  • 19
  • [ 2537-48-6 ]
  • [ 1181816-12-5 ]
  • tert-butyl 6-(cyanomethylene)-2-azaspiro[3.3]heptane-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% Diethyl cyanomethylphosphonate (335 mg, 1.89 mmol) was dissolved in THF (4 mL) under an inert atmosphere, and cooled to -78 C. NaOtBu (136 mg, 1.42 mmol) was then added, and the resulting solution was stirred at -78 C for 30 min, after which time a solution of N-Boc- 6-oxo-2-azaspiro[3.3]heptane (200 mg, 0.95 mmol) in THF (1 mL) was added dropwise. The resulting solution was slowly warmed to r.t. and stirred overnight, after which time the reaction was quenched with sat. NaHCO3, and diluted with DCM. The aqueous layer was extracted with DCM, and the combined organic extracts were filtered through a phase separator and concentrated. The crude residue was purified by column chromatography (hexanes/EtOAc) to give the title compound as a colorless oil (153 mg, 69%). ES-MS [M+H]+ = 179.4 (minus t- butyl).
Recommend Products
Same Skeleton Products

Technical Information

Historical Records
; ;