161609-84-3

Basic information

• Product Name: 1-N-Cbz-4-cyanopiperidine
• Synonyms: BENZYL-4-CYANOPIPERIDINE-1-CARBOXYLATE;BUTTPARK 93\50-50;4-CYANO-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER;1-CBZ-4-CYANOPIPERIDINE;1-N-CBZ-4-CYANO-PIPERIDINE;1-N-CBZ-PIPERIDINE-4-CARBONITRILE;1-N-Cbz-4-cycano-piperidine;1-Piperidinecarboxylic acid, 4-cyano-, phenylmethyl ester
• CAS NO: 161609-84-3
• Molecular Formula: C₁₄H₁₆N₂O₂
• Molecular Weight: 244.29
• Mol File: 161609-84-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 416.51 °C at 760 mmHg
• Flash Point: 205.698 °C
• Appearance: /
• Density: 1.181 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -3.13±0.40(Predicted)
• CAS DataBase Reference: 1-N-Cbz-4-cyanopiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-Cbz-4-cyanopiperidine(161609-84-3)
• EPA Substance Registry System: 1-N-Cbz-4-cyanopiperidine(161609-84-3)

Safety Data

• Hazardous Substances Data: 161609-84-3(Hazardous Substances Data)

Usage

General Description

1-N-Cbz-4-cyanopiperidine is a chemical compound that contains a Cbz (carboxybenzyl) protective group on the nitrogen atom and a cyanide group attached to the piperidine ring. It is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. The Cbz group serves to protect the nitrogen atom from unwanted reactions, while the cyanide group provides a reactive site for further functionalization. 1-N-Cbz-4-cyanopiperidine has applications in the development of new drugs and can be utilized in the production of various organic molecules with diverse biological activities. Overall, 1-N-Cbz-4-cyanopiperidine is an important building block in organic synthesis.

InChI:InChI=1/C14H16N2O2/c15-10-12-6-8-16(9-7-12)14(17)18-11-13-4-2-1-3-5-13/h1-5,12H,6-9,11H2

Upstream product

• 199103-19-0 benzyl 4-[(methylsulfonyl)oxy]piperidine-1-carboxylate 
• 167757-45-1 4-Carbamoylpiperidine-1-carboxylic acid benzyl ester 
• 138163-08-3 N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde 
• 138163-07-2 piperidine-1,4-dicarboxylic acid 1-benzyl ester 4-methyl ester 
• 288-32-4 1H-imidazole 
• 144-55-8 sodium hydrogencarbonate 

Downstream Products

• 10314-98-4 1-benzyloxycarbonylpiperidine-4-carboxylic acid 
• 893424-27-6 benzyl 4-(1H-1,2,4-triazol-3-yl)piperidine-1-carboxylate 
• 917364-08-0 5-hydrazino-3-phenyl-2-(4-{[4-(4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917364-07-9 5-chloro-3-phenyl-2-(4-{[4-(4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 1609735-05-8 benzyl 4-cyano-4-(quinazolin-4-yl)piperidine-1-carboxylate 
• 1372532-58-5 benzyl 4-(aminomethyl)-4-cyanopiperidine-1-carboxylate 
• 1372534-37-6 benzyl 4-cyano-4-methylpiperidine-1-carboxylate 
• 161609-85-4 1-Benzyloxycarbonyl-4-piperidinecarboxamideoxime 
• 476492-94-1 3-(1-benzyloxycarbonylpiperidin-4-yl)-4-phenyl-2H-isoquinolin-1-one 
• 476492-92-9 3-(1-benzyloxycarbonylpiperidin-4-yl)-2H-isoquinolin-1-one 
• 959689-78-2 Benzyl 4-((2-chloroethoxy)methyl)-4-cyanopiperidine-1-carboxylate 

Relevant articles and documents

Synthesis of Nitriles from Aldoximes and Primary Amides Using XtalFluor-E

The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally 1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent (1.1 equiv). A broad scope of nitriles can be prepared, including chiral nonracemic ones. In addition, in a number of cases, further purification of the nitrile after the workup was not required.

Nitrilase-catalyzed enantioselective synthesis of pyrrolidine- And piperidinecarboxylic acids

The enantioselective synthesis of the nonproteinogenic amino acids β-proline and nipecotic acids from their readily available nitriles is achieved in high enantiomeric excess by commercially available nitrilases. The presented procedure comprises not more than 4 steps, thus considerably reducing the multiple steps generally required. Amide formation is also observed for specific heterocyclic nitriles.