[ CAS No. 98977-36-7 ] {[proInfo.proName]}

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2D 3D

Structure of 98977-36-7 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 98977-36-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 98977-36-7 ]

SDS Specification

Alternatived Products of [ 98977-36-7 ]

Product Details of [ 98977-36-7 ]

CAS No. :	98977-36-7	MDL No. :	MFCD01631193
Formula :	C₁₀H₁₇NO₃	Boiling Point :	-
Linear Structure Formula :	(CH₃)₃COCONC₅H₈O	InChI Key :	RIFXIGDBUBXKEI-UHFFFAOYSA-N
M.W :	199.25	Pubchem ID :	2756825
Synonyms :		Chemical Name :	1-Boc-3-Piperidinone

Calculated chemistry of [ 98977-36-7 ] Expand+

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.8
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	56.79
TPSA :	46.61 ?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) :	-6.79 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.32
Log Po/w (XLOGP3) :	1.02
Log Po/w (WLOGP) :	1.21
Log Po/w (MLOGP) :	0.76
Log Po/w (SILICOS-IT) :	1.14
Consensus Log Po/w :	1.29

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.52
Solubility :	6.02 mg/ml ; 0.0302 mol/l
Class :	Very soluble
Log S (Ali) :	-1.59
Solubility :	5.14 mg/ml ; 0.0258 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.4
Solubility :	7.97 mg/ml ; 0.04 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.99

Safety of [ 98977-36-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P305+P351+P338	UN#:	N/A
Hazard Statements:	H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 98977-36-7 ]

* 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.

Upstream synthesis route of [ 98977-36-7 ]
Downstream synthetic route of [ 98977-36-7 ]

[ 98977-36-7 ] Synthesis Path-Upstream 1~3

1
[ 2065-66-9 ]
[ 98977-36-7 ]
[ 276872-89-0 ]

Reference： [1] Patent: US2009/275585, 2009, A1, . Location in patent: Page/Page column 13; 17
[2] Patent: EP2241569, 2010, A1, . Location in patent: Page/Page column 28-29

2
[ 98977-36-7 ]
[ 276872-89-0 ]

Reference： [1] Patent: WO2006/85212, 2006, A2, . Location in patent: Page/Page column 44

3
[ 1779-49-3 ]
[ 98977-36-7 ]
[ 276872-89-0 ]

Reference： [1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 12, p. 5790 - 5799

[ 98977-36-7 ] Synthesis Path-Downstream 1~10

1
[ 50606-58-1 ]
[ 98977-36-7 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 2194 - 2211

2
[ 3032-81-3 ]
[ 98977-36-7 ]
[ 173086-67-4 ]

Yield	Reaction Conditions	Operation in experiment
	With n-butyllithium; In diethyl ether; hexane; ethyl acetate;	To a solution of 3,5-dichloro iodobenzene (1.8 g, 6.6 mmol) in diethyl ether (20 ml) cooled to -78° C. is added n-BuLi (2.8 ml of a 2.5 M solution in hexane, 6.8 mmol). The reaction mixture is stirred at -78° C. for 10 min, allowed to warm to 25° C. and added in three portions to a solution of N-t-butoxycarbonyl-3-ketopiperidine (598 mg, 3.01 mmol) in diethyl ether (10 ml) cooled to 0° C. The reaction mixture is stirred at 25° C. for 30 min. The reaction mixture is diluted with ethyl acetate, washed with 1 N KHSO4, water and brine, dried over sodium sulfate and concentrated in vacuo. The crude product is purified by flash chromatography (silica gel, 30percent to 50percent ethyl acetate in hexane) to give N-t-butoxycarbonyl-3-(3,4-dichlorophenyl)-3-hydroxy piperidine (150 mg).

Reference： [1]Patent: US2001/44454,2001,A1

3
[ 14150-94-8 ]
[ 98977-36-7 ]
[ 1043689-15-1 ]
[ 1061148-41-1 ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 1932 - 1938

4
[ 98977-36-7 ]
[ 885693-20-9 ]

Reference： [1]Patent: WO2011/29046,2011,A1
[2]Patent: WO2012/127506,2012,A1
[3]Patent: WO2016/4272,2016,A1
[4]Patent: US2017/174641,2017,A1
[5]Patent: US2018/72743,2018,A1
[6]Patent: US2013/102601,2013,A1
[7]Patent: WO2010/59771,2010,A1

5
[ 62327-21-3 ]
[ 98977-36-7 ]
[ 1246449-20-6 ]
[ 1246449-19-3 ]

Yield	Reaction Conditions	Operation in experiment
27%; 70%		EXAMPLE 40(E)-N-(cyclopropylmethyl)-2-( 1 -(4-(trifluoromethoxy)phenylsulfonyl)piperidin-3 - ylidene)acetamidea) A solution of tert-butyl 2-(dimethoxyphosphoryl)acetate (1.23 g, 5.50 mmol) in THF (10 ml) was added dropwise at 0 0C to a suspension of sodium hydride (60 percent, 220 mg, 5.50 mmol) in THF (10 ml), and the whole was stirred at 0 °C for 10 minutes. A solution of tert-butyl 3-oxopiperidine-l-carboxylate (996 mg, 5.00 mmol) in THF (20 ml) was added dropwise to the reaction mixture, and the whole was stirred at room temperature for 1 hour. After the reaction was quenched with H2O, the aqueous phase was extracted with ethyl acetate (100 ml x 2). The combined organic phase was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate/hexane: 0/100 to 10/90) to give (E)-tert-butyl 3-(2-tert-butoxy-2-oxoethylidene)piperidine-l-carboxylate (1.04 g, 70 percent) as colorless oil and (Z)-tert-butyl 3-(2-tert-butoxy-2-oxoethylidene)piperidine-l- carboxylate (400 mg, 27 percent) as a colorless oil.

Reference： [1]Patent: WO2010/114181,2010,A1 .Location in patent: Page/Page column 102; 103

6
4,4,4',4',5,5,5'-heptamethyl-2,2'-bi(1,3,2-dioxaborolane) [ No CAS ]
[ 98977-36-7 ]
[ 885693-20-9 ]
[ 1121057-77-9 ]

Yield	Reaction Conditions	Operation in experiment
		A flask with 4.4.4',4',5,5,5'-heptamethyl-2,2'-bi(l,3.2-dioxaborolane) (10.48 g, 43.7 mmol), (dppf)PdCl2 (0.930 g, 1.139 mmol), and potassium acetate (11.18 g, 114 mmol) was flushed with N2 (3 X), then 1,4-dioxane (100 mL) was added followed by a solution of tert-butyl 5-(trifluoromethylsulfonyloxy)-3,4-dihydropyridine-l(2H)-carboxylate and tert-butyl 3- (trifluoromethylsulfonyloxy)-5,6-dihydropyridine-l(2H)-carboxylate (1 : 1 ratio, 12.58 g, 38.0 mmol) in 1,4-dioxane (100 mL). The solution was heated in an 80 °C oil bath for 20 hours. The reaction was quenched with water (100 mL) and the aqueous layer extracted with EtOAc (3 x 100 mL). The combined organic layers were washed with saturated aqueous NaCl (100 mL), dried with magnesium sulfate (MgS04), and concentrated. The residue was purified by silica gel chromatography using ISCO.(TM). (330 g Si02, 0-20percent EtOAc/hexane) to give tert-butyl 3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)-carboxylate and tert-butyl 5- (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-l(2H)-carboxylate (7.29 g, 23.58 mmol, 62.1 percent yield) (inseperable 2: 1 mixture of olefin regioisomers) as a white solid.

Reference： [1]Patent: WO2011/143495,2011,A1 .Location in patent: Page/Page column 85

7
[ 14150-94-8 ]
[ 98977-36-7 ]
[ 1061148-41-1 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia; In methanol; at 90℃; for 0.75h;Sealed tube;	Preparation of tert-buty 7-nitro-3,4-dihydro-l,5-naphthyridine-l(2H)-carboxylate [0614] A solution of tert-butyl 3-oxopiperidine-l-carboxylate (6 g, 30.1 mmol) and 1- methyl-3,5-dinitropyridin-2(lH)-one (7.20 g, 36.1 mmol) in methanolic ammonia (1 M, 60 ml) was irradiated at 90 C in a sealed vial for 45 min. The mixture was then concentrated and re- dissolved in CH2C12 (110 mL), the organics washed with saturated aqueous NaHC03 (100 ml) and water (100 mL), dried over Na2S04, and evaporated. The crude product was purified by column chromatography (petroleum ether: ethyl acetate = 15: 1 - 4: 1) to give the title product as a light yellow solid. LCMS (ESI) calculated for Ci3Hi8N304 [M+H]+: 280.1, found: 280.2; 1H- NMR (CDC13, 400 MHz) delta 8.97 (2H, s), 3.79-3.76 (2H, m), 3.06-3.02 (2H, m), 2.06-2.00 (2H, m), 1.54 (9H, s).

Reference： [1]Patent: WO2015/95795,2015,A1 .Location in patent: Paragraph 0614

8
[ 14704-31-5 ]
[ 98977-36-7 ]
tert-butyl 2-(biphenyl-3-ylmethyl)-3-oxopiperidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
3.42 g		To a mixture of tert-butyl 3-oxopiperidine-l-carboxylate (3.49 g) and toluene (38 mL) was added pyrrolidine (1.87 g) at room temperature. The mixture was stirred at room temperature for 30 min, heated under reflux for 1 hr using Dean-Stark apparatus, and concentrated under reduced pressure. The obtained residue was mixed with CH3CN (38 mL) , and 3- (bromomethyl) biphenyl (5.19 g) was added thereto at room temperature. The mixture was heated under reflux for 1 hr, and the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography(ethyl acetate/hexane) to give the title compound (3.42 g) . MS: [ +H- (tBu) ] +310.2.

Reference： [1]Patent: WO2019/27058,2019,A1 .Location in patent: Paragraph 0250

9
[ 98977-36-7 ]
[ 37972-24-0 ]
tert-butyl 3-hydroxy-3-(pyrimidin-2-ylethynyl)piperidine-1-carboxylate [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2019,vol. 141,p. 8752 - 8757

10
[ 98977-36-7 ]
[ 37972-24-0 ]
tert-butyl (E)-3-hydroxy-3-(2-(pyrimidin-2-yl)vinyl)piperidine-1-carboxylate [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2019,vol. 141,p. 8752 - 8757

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Isomers

Technical Information

? Acyl Group Substitution ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Bucherer-Bergs Reaction ? Chan-Lam Coupling Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Grignard Reaction ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reformatsky Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Stobbe Condensation ? Tebbe Olefination ? Ugi Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

Historical Records

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[ 98977-36-7 ]

Amides

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H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 98977-36-7 ] {[proInfo.proName]}

Quality Control of [ 98977-36-7 ]

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[ 98977-36-7 ] Synthesis Path-Upstream 1~3

[ 98977-36-7 ] Synthesis Path-Downstream 1~10

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Amides

Ketones

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Piperidines

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[ 98977-36-7 ]

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[ 98977-36-7 ]