Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 169448-87-7 | MDL No. : | MFCD07772092 |
Formula : | C10H20N2O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | BCPPNDHZUPIXJM-MRVPVSSYSA-N |
M.W : | 216.28 | Pubchem ID : | 24820219 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
> 100% | With lithium aluminium tetrahydride; In tetrahydrofuran; at -40 - 20℃; for 1.0h; | Lithium aluminium hydride (1M in THF, 26 ml) was added to a solution of L-TERT- butyl 2-methyl (2R)-piperazine-1, 2-dicarboxylate (2. 55 g) in THF (70 ml) AT-40C, then the reaction was warmed to room temperature. The solution was stirred for 1 hour, then cooled to 0C and quenched by sequential addition of water (1 ml), sodium hydroxide (2N, 1 ml) and then water (2 ml). The resulting slurry was filtered and concentrated in vacuo to give TERT- butyl (2R)-2-(hydroxymethyl) piperazine-1-carboxylate (2.37 g, > 100%); NMR spectrum (DMSO-d6,373K) 1.40 (s, 9H), 2.58 (m, 1H), 2. 82 (M, 3H), 2. 92 (bs, 1H), 2.98 (d, 1H), 3.43 (m, 1H), 3.65 (M, 2H), 3.80 (M, 1H) ; Mass spectrum MH+ 217. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20℃; for 4.0h;Heating / reflux; | Lithium aluminium hydride (1M in THF, 17.6 ml) was added to a solution OF TERT- butyl (2R)-2-(HYDROXYMETHYL) PIPERAZINE-1-CARBOXYLATE (1.27 g) in THF (40 ml) at 0C, then the reaction was warmed to room temperature. The solution was stirred for 3 hours, then heated at reflux for 1 hour, cooled to 0C and quenched by sequential addition of water (0.2 ml), sodium hydroxide (2N, 0.2 ml) and then water (0.4 ml). The resulting slurry was filtered and concentrated in vacuo to give [(2R)-1-methylpiperazin-2-yl]methanol (0.44 g) ; Mass spectrum MH+ 131. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium tris(acetoxy)borohydride; In dichloromethane; for 16.0h; | A mixture of the product of Example 75 step i) (300mg), (f?>2-(hydroxymethyl)piperazine- 1-carboxylic acid, terf-butyl ester (465mg) and sodium triacetoxyborohydride (608mg) in dichloromethane (2OmL) was stirred under nitrogen for 16 hours. The reaction was partitioned between dichloromethane and water, the organics were then collected and concentrated to dryness. The residue was purified by HPLC to give the title compound (230mg) as a solid. <n="174"/>MS: APCI(+ve) 519 (M+H)+1H NMR DMSO-Cl6 8.54 (d, J = 4.2 Hz, 1 H), 8.35 (d, J = 8.3 Hz, 1 H), 7.97 (d, J = 1.5 Hz, 1 H), 7.69 - 7.64 (m, 2H), 7.54 (dd, J = 8.2, 1.4 Hz, 1 H), 7.49 (s, 1 H), 4.46 (t, J = 5.4 Hz, 1 H), 3.93 - 3.79 (m, 2H), 3.55 - 3.44 (m, 2H), 3.28 - 3.20 (m, 2H), 2.89 - 2.77 (m, 3H), 2.75 - 2.67 (m, 1H), 2.63 - 2.52 (m, 2H), 2.25 (d, J = 2.3 Hz, 3H), 2.07 - 1.87 (m, 2H), 1.67 - 1.58 (m, 1 H), 1.31 - 1.19 (m, 1H), 0.74 - 0.66 (m, 2H), 0.60 - 0.54 (m, 2H), 0.52 - 0.45 (m, 2H), 0.44 - 0.38 (m, 2H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In tetrahydrofuran; at 20℃; | To a solution of tert-butyl (2f?)-2-(hydroxymethyl)piperazine-1-carboxy.ate (0.479 g) and triethylamine (0.618 ml_) in THF (6 ml_) was added dropwise a solution of 6-bromo-1-oxo- 1 ,2-dihydroisoquinoline-4-sulfonyl chloride (Example 46a, 0.715 g) in THF (10 ml_). The reaction was stirred at room temperature for 20 min. The resulting solution was concentrated under reduced pressure before adding water and extracting into ethyl acetate. The combined organics were dried (MgSO4), filtered and evaporated under reduced pressure. Trituration with ethyl acetate gave the subtitle compound (0.855 g). MS: APCI(-ve) 500 / 504 (M-H)" 1H NMR delta (CDCI3) 8.34 (d, 1 H), 8.30 (d, 1 H), 8.05 (s, 1 H), 7.73 (dd, 1 H), 4.32 - 4.18 (m, 1H), 4.00 (d, 1 H), 3.88 (d, 1 H), 3.72 (d, 1 H), 3.63 (d, 2H), 3.10 - 2.96 (m, 1 H), 2.84 (td, 2H), 1.44 (s, 9H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 50℃; for 1.0h;Inert atmosphere; | A solution of 6-bromo-4-(bromomethyl)-2-(phenylsulfonyl)isoquinolin-1 (2H)-one (Examplei 1d, 1.75 g) in THF (20 mL) was treated with (f?)-tert-butyl ethyl(1-hydroxy-3- (methylamino)propan-2-yl)carbamate (0.98 g) and /V,Lambda/-diisopropylethylamine (0.80 mL) under nitrogen. The resulting solution was stirred at 50 C for 1 h. The reaction mixture20 was diluted with water (300 mL), and extracted with ethyl acetate (250 mL x 2). The combined organics were dried (MgSO4), filtered and evaporated. Triturated with diethyl ether / isohexane (1 :1) afforded the subtitle compound (2.30 g) as a solid. 1H NMR delta (CDCI3) 8.16 - 8.10 (m, 3H), 8.06 (s, 1H), 7.90 (s, 1H), 7.71 - 7.65 (m, 1H), 7.60 - 7.54 (m, 3H), 4.23 - 4.16 (m, 1 H), 3.84 (d, 2H), 3.59 - 3.45 (m, 2H), 3.21 - 3.02 (m, 2H),2S 2.89 - 2.79 (m, 1 H), 2.33 - 2.09 (m, 3H), 1.51 (s, 9H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 20℃; for 4.0h; | (E)-3-[4-(2-Ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-propenal (7) (100 mg, 0.313 mmol), <strong>[169448-87-7](R)-tert-butyl 2-(hydroxymethyl)piperazine-1-carboxylate</strong> (67.7 mg, 0.313 mmol), NaBH(OAc)3 (103 mg, 0.485 mmol) and DIPEA (0.063 ml, 0.363 mmol) were dissolved in 2 ml of dichlorethane and stirred for 4 h at rt. Then the mixture was diluted with EtOAc, washed with NaCl-solution and dried over Na2 SO4. Evaporation gave a yellow oil. The crude product was purified by chromatography (silica gel, ethyl acetate/methanol) to yield a white foam. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100℃; for 18.0h;Inert atmosphere; | a) A mixture of (R)-6-bromo- l-(l-(2,4-dichlorophenyl)ethyl)- lH-indazole (prepared from Example 17 step c, 0.37 g, 1.0 mmol), (i?)-i-butyl 2- (bydroxymeihy])piperidirie~1 -carboxylase (0.22 g, 1.0 mmol), BetaGammaNuAlphaRho (0.093 g, 0.15 mmol), and CS2CO3 (0.65 g, 2.0 mmol) in toluene (1 mL) was purged with nitrogen for 5 min. Addition of Pd2(dba)3 (0.092 g, 0.10 mmol) was followed, and the mixture was purged with nitrogen for 1 min. The reaction was then heated at 100 C for 18 h. After cooling to room temperature, the mixture was filtered and washed with EtOAc (50 mL). The filtrate was concentrated in vacuo. The resulting crude mixture was purified by flash chromatography (S1O2, 40% ethyl acetate in hexanes) to afford the coupled product as a viscous oil (0.20, 0.40 mmol, 40%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 125℃; for 2.0h; | a) To a solution of (R)-N-(l-(2,4-dichlorophenyl)ethyl)-5-fluoro-2-nitroaniline (prepared from Example 14 step a, 1.6 g, 4.8 mmol) and i /' W- biuy 2- (hydroxymeihy])piperidirie-1 -carboxylase (0.99 g, 4.9 mmol) in anhydrous DMSO (10 mL) was added z'P^ Et (1.9 g, 14.6 mmol). The reaction mixture was heated at 125 C for 2 h. After cooling to room temperature, the mixture was diluted with deionized water. The aqueous layer was extracted with diethyl ether. The organic layer was dried (Na2S04), filtered, and concentrated in vacuo. The crude product was purified by flash chromatography (S1O2, 30-50% ethyl acetate in hexanes) to give the desired compound (1.9 g, 3.5 mmol, 73%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With sodium carbonate; In 1,4-dioxane; water; at 0 - 20℃; for 18.0h; | Synthesis of (R)-2-Hydroxymethyl-piperazine-l,4-dicarboxylic acid di-tert-butyl ester [A031]. To a stirred solution of (R)-l-Boc-2-Hydroxymethyl-piperazine (1 g, 4.62 mmol) and a2C03 (990 mg, 9.25 mmol) in a mixture of dioxane (8 ml) and water (2 ml) at 0 C was added Di-tert-butyl dicarbonate and the reaction mixture warmed to room temperature. After 18 hours all solvents were removed in vacuo and the resulting residue partitioned between DCM and water. The DCM phase was passed through phase separation cartridge and evaporated to provide a white solid. Purification by column chromatography (0-50% EtOAc:cyclohexane) gave the title compound [A031] as a white solid (1.26g, 86%). 1H- NMR (1H, 300MHz, CDC13): 4.17 (2H, s, br), 3.93 (1H, s, br), 3.84 (1H, d, br), 3.59 (2H, s, br), 2.95 (3H, s, br), 1.46 (18H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
39% | (R)-2-Benzyl-4-(5-methoxy-2-pyridin-4-yl-pyrido[3,4-d]pyrimidin-4-yl)-piperazine-l- carboxylic acid tert-butyl ester [A046] To a solution of 2-Pyridin-4-yl-pyrido[2,3-d]pyrimidin-4-ol [A003] (0.2g, 0.78 mmol) in DMA 93 mL), 2,4,6-Triisopropylbenzenesulfonyl chloride (0.26 g, 0.86 mmol), Et3N (0.22 mL, 1.57 mmol) and DMAP (10 mg) were added successively. The mixture was stirred at rt for 2h and (R)-2-Hydroxymethyl-piperazine-l-carboxylic acid tert-butyl ester (0.2g, 0.94 mmol) was added. The reaction was stirred overnight and the solvent was removed under reduced pressure. The product was purified by flash chromatography using 0 to 8% MeOH / DCM to give the title compound [A046] (0.14g, 39% yield). LCMS method: 1, RT:4.41 min, MI 453.27 [M+H]. |
[ 314741-40-7 ]
(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 278788-66-2 ]
(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 1030377-21-9 ]
(S)-1-Boc-2-(Hydroxymethyl)piperazine
Similarity: 1.00
[ 301673-16-5 ]
tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 205434-75-9 ]
1-Boc-(2-Hydroxymethyl)piperazine
Similarity: 1.00
[ 314741-40-7 ]
(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 278788-66-2 ]
(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 1030377-21-9 ]
(S)-1-Boc-2-(Hydroxymethyl)piperazine
Similarity: 1.00
[ 301673-16-5 ]
tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 205434-75-9 ]
1-Boc-(2-Hydroxymethyl)piperazine
Similarity: 1.00
[ 314741-40-7 ]
(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 278788-66-2 ]
(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 1030377-21-9 ]
(S)-1-Boc-2-(Hydroxymethyl)piperazine
Similarity: 1.00
[ 301673-16-5 ]
tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
Similarity: 1.00
[ 205434-75-9 ]
1-Boc-(2-Hydroxymethyl)piperazine
Similarity: 1.00