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tert-Butyl 2-cyanopiperidine-1-carboxylate

CAS No.
153749-89-4
Chemical Name:
tert-Butyl 2-cyanopiperidine-1-carboxylate
Synonyms
N-Boc-2-Cyanopiperidine;1-N-BOC-2-CYANOPIPERDINE;1-N-BOC-2-CYANO-PIPERIDINE;1-Boc-2-cyanopiperidine,96%;1-BOC-2-CYANOPIPERIDINE 98+%;(±)1-N-BOC-2-CYANOPIPERIDINE-C;1-Boc-piperidine-2-carbonitrile;(+/-)-1-N-BOC-2-CYANO-PIPERIDINE;(+/-)-1-N-BOC-2-CYANO-PIPERIDINE;rac 1-Boc-2-cyanopiperidine, 98%
CBNumber:
CB5415403
Molecular Formula:
C11H18N2O2
Molecular Weight:
210.27
MDL Number:
MFCD01861221
MOL File:
153749-89-4.mol
MSDS File:
SDS
Last updated:2023-10-18 09:55:33

tert-Butyl 2-cyanopiperidine-1-carboxylate Properties

Melting point 62-67℃
Boiling point 325.3±35.0 °C(Predicted)
Density 1.07±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka -4.85±0.40(Predicted)
form Powder
color White to pale brown
InChIKey LKAJZBMOVZIKHA-UHFFFAOYSA-N
CAS DataBase Reference 153749-89-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P280-P301+P312+P330-P302+P352
Hazard Codes  Xn
Risk Statements  22-43
Safety Statements  37
RIDADR  UN3439
WGK Germany  3
HazardClass  6.1
HS Code  2933399990
NFPA 704
1
2 0

tert-Butyl 2-cyanopiperidine-1-carboxylate price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 735701 1-Boc-piperidine-2-carbonitrile 95% 153749-89-4 1g $155 2023-06-20 Buy
Alfa Aesar H66977 1-Boc-2-cyanopiperidine, 96% 153749-89-4 5g $315 2023-01-06 Buy
Alfa Aesar H66977 1-Boc-2-cyanopiperidine, 96% 153749-89-4 1g $81.1 2021-12-16 Buy
TRC B809633 tert-Butyl2-Cyanopiperidine-1-carboxylate 153749-89-4 50mg $45 2021-12-16 Buy
TRC B809633 tert-Butyl2-Cyanopiperidine-1-carboxylate 153749-89-4 100mg $60 2021-12-16 Buy
Product number Packaging Price Buy
735701 1g $155 Buy
H66977 5g $315 Buy
H66977 1g $81.1 Buy
B809633 50mg $45 Buy
B809633 100mg $60 Buy

tert-Butyl 2-cyanopiperidine-1-carboxylate Chemical Properties,Uses,Production

Description

Tert-Butyl 2-cyanopiperidine-1-carboxylate is an enantioselective organometallic compound. It is a nitrile that reacts with electrophiles such as Grignard reagents and cyano to form an anion. This compound has two chiral centers, each of which can assume either the R or S configuration. The enantiomeric purity of tert-butyl 2-cyanopiperidine-1-carboxylate is greater than 99%. This compound has a low melting point and a half life of about 10 h in water, which makes it stable for use in organic synthesis. It is commonly used in science as a chiral auxiliary in asymmetric synthesis and as a catalyst for the conversion of epoxides to alcohols.

Synthesis

Acetonitrile (220 mL) and DMF (3.82 mL, 49.4 mmol) were added to a 500 mL round bottom flask equipped with a stir bar. Cooled the mixture down to -5 °C and added oxalyl chloride (24.7 mL, 49.4 mmol, 2 M dichloromethane). The resulting mixture was stirred for 15 min, followed by the addition of a solution of 2-carbamoyl-piperidine-1- carboxylic acid tert-butyl ester (9.4 g, 41.2 mmol) in acetonitrile (50 mL) and pyridine (8.3 mL, 103 mmol). The reaction mixture was left stirring at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate (300 mL). The organic phase was successively washed with water (300 mL) and brine (200 mL), dried (sodium sulfate), filtered, and concentrated in vacuo to isolate tert-Butyl 2-cyanopiperidine-1-carboxylate (8.44 g, 97percent) as a yellow solid.
tert-Butyl 2-cyanopiperidine-1-carboxylate

388077-74-5
153749-89-4
Synthesis of tert-Butyl 2-cyanopiperidine-1-carboxylate from (+/-)-1-N-BOC-PIPERIDINE-2-CARBOXAMIDE

tert-Butyl 2-cyanopiperidine-1-carboxylate Preparation Products And Raw materials

Global( 161)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Boc Chemical Co., Ltd.
021-34975602; +8618721111801 shangli@bocchem.com China 138 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Accela ChemBio Inc.
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Chongqing Chemdad Co., Ltd
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Alchem Pharmtech,Inc.
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CONIER CHEM AND PHARMA LIMITED
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Finetech Industry Limited
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Hefei Hirisun Pharmatech Co., Ltd
+8615056975894 shawn@hirisunpharm.com CHINA 9923 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58

View Lastest Price from tert-Butyl 2-cyanopiperidine-1-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Boc-2-Cyanopiperidine pictures 2019-07-06 N-Boc-2-Cyanopiperidine
153749-89-4
US $1.00 / kg 1kg 99% 200kg Career Henan Chemical Co
(+/-)-1-N-BOC-2-CYANO-PIPERIDINE 1-N-BOC-2-CYANO-PIPERIDINE 2-CYANO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER TERT-BUTYL2-CYANOPIPERIDINE-1-CARBOXYLATE 1-Piperidinecarboxylic acid, 2-cyano-, 1,1-dimethylethyl ester 1-N-BOC-2-CYANOPIPERDINE 1-BOC-2-CYANOPIPERIDINE 98+% 1-tert-Butoxycarbonyl-2-cyanopiperidine N-Boc-2-Cyanopiperidine 1-Boc-piperidine-2-carbonitrile (+/-)-1-N-BOC-2-CYANO-PIPERIDINE 1-Boc-2-cyanopiperidine,96% (±)1-N-BOC-2-CYANOPIPERIDINE-C rac 1-Boc-2-cyanopiperidine, 98% tert-Butyl 2-cyanopiperidine-1-carboxylate 95+% rt-Butyl 2-cyanopiperidine-1-carboxylate 1,1-Dimethylethyl 2-cyano-1-piperidinecarboxylate 153749-89-4 C11H18N2O2 Pyrans, Piperidines &Piperazines Piperidine Pyrans, Piperidines & Piperazines