174740-81-9

Basic information

• Product Name: 1-BENZYLOXYCARBONYLAZETIDINE-2-CARBOXYLIC ACID
• Synonyms: 1-BENZYLOXYCARBONYLAZETIDINE-2-CARBOXYLIC ACID;1,2-Azetidinedicarboxylic acid, 1-(phenylMethyl) ester;1-Cbz-azetidine-2-carboxylic acid;1-Benzyl azetidine-1,2-dicarboxylate
• CAS NO: 174740-81-9
• Molecular Formula: C₁₂H₁₃NO₄
• Molecular Weight: 235.238
• Mol File: 174740-81-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-BENZYLOXYCARBONYLAZETIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYLOXYCARBONYLAZETIDINE-2-CARBOXYLIC ACID(174740-81-9)
• EPA Substance Registry System: 1-BENZYLOXYCARBONYLAZETIDINE-2-CARBOXYLIC ACID(174740-81-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 174740-81-9(Hazardous Substances Data)

Usage

General Description

1-Benzyloxycarbonylazetidine-2-carboxylic acid is a chemical compound with the molecular formula C17H17NO5. It is an azetidine derivative that contains a benzyl group and a carboxylic acid. 1-BENZYLOXYCARBONYLAZETIDINE-2-CARBOXYLIC ACID is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its versatile reactivity and potential for forming complex molecular structures. It is also a valuable intermediate in the production of various functionalized azetidines, which have potential applications in drug discovery and materials science. Additionally, 1-benzyloxycarbonylazetidine-2-carboxylic acid possesses unique pharmacological properties due to its azetidine core, making it a valuable target for research in medicinal chemistry and drug development.

Upstream product

• 501-53-1 benzyl chloroformate 
• 2517-04-6 Azetidine-2-carboxylic acid 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 

Downstream Products

• 61350-60-5 (S)-benzyloxycarbonyl-proline acid chloride 
• 144062-02-2 (R)-2-(Hydroxy-diphenyl-methyl)-azetidine-1-carboxylic acid benzyl ester 
• 144062-05-5 (S)-2-(Hydroxy-diphenyl-methyl)-azetidine-1-carboxylic acid benzyl ester 
• 144062-00-0 N-benzyloxycarbonyl azetidine-2-carboxylate methyl ester 
• 144062-01-1 (R)-Azetidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 144062-03-3 (R)-4,4-Diphenyl-3-oxa-1-aza-bicyclo[3.2.0]heptan-2-one 
• 144062-03-3 (S)-4,4-Diphenyl-3-oxa-1-aza-bicyclo[3.2.0]heptan-2-one 
• 25654-52-8 (2S)-1-(benzyloxycarbonyl)azetidine-2-carboxylic acid 
• 25654-51-7 (2R,2S)-1-benzyloxycarbonylazetidine-2-carboxylic acid 

Relevant articles and documents

Methods for producing N-protected-azetidine-2-carboxylic acids

There is disclosed a method for producing an essentially enantiomerically pure N-protected-azetidine-2-carboxylic acid of formula (1): which method is characterized by: subjecting a crude enantiomerically excess N-protected-azetidine-2-carboxylic acid comprising said enantiomer represented by formula (1) in excess to the other enantiomer thereof to crystallization in an organic solvent selected from aromatic hydrocarbon, aliphatic ether, aliphatic alcohol, aliphatic ketone, aliphatic nitrile, aliphatic amide, aliphatic sulfoxide, aliphatic ester and a mixed solvent thereof, wherein R is: an optionally substituted alkyl, alicyclic or alicyclicalkyl group, an optionally substituted alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, or a dialkylamino group, and absolute configuration of the asterisked asymmetric carbon atom is S or R.

Enantioselective catalytic reductions of ketones with new four membered oxazaborolidines: Application to (S)-tetramisole

Enantioselective catalytic reduction of ketones with both the enantiomers of new four membered oxazaborolidines is described.