117836-14-3

Basic information

• Product Name: (2S)-5-Oxo-1,2-piperidinedicarboxylic acid 1-benzyl ester
• Synonyms: (2S)-5-Oxo-1,2-piperidinedicarboxylic acid 1-benzyl ester;(S)-1-((benzyloxy)carbonyl)-5-oxopiperidine-2-carboxylic acid
• CAS NO: 117836-14-3
• Molecular Formula: C14H15NO5
• Molecular Weight: 277.27
• Mol File: 117836-14-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.355
• CAS DataBase Reference: (2S)-5-Oxo-1,2-piperidinedicarboxylic acid 1-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-5-Oxo-1,2-piperidinedicarboxylic acid 1-benzyl ester(117836-14-3)
• EPA Substance Registry System: (2S)-5-Oxo-1,2-piperidinedicarboxylic acid 1-benzyl ester(117836-14-3)

Safety Data

• Hazardous Substances Data: 117836-14-3(Hazardous Substances Data)

Usage

General Description

(2S)-5-Oxo-1,2-piperidinedicarboxylic acid 1-benzyl ester, also known as benzyl 5-oxo-L-proline, is a chemical compound with the molecular formula C14H15NO4. It is the benzyl ester of the (2S)-enantiomer of 5-oxo-1,2-piperidinedicarboxylic acid. (2S)-5-Oxo-1,2-piperidinedicarboxylic acid 1-benzyl ester is commonly used as a building block in organic synthesis and can be found in the synthesis of pharmaceuticals and other complex organic molecules. It is a white to off-white solid and has a melting point of around 150-152°C. The compound is stable under normal conditions but should be stored and handled in a cool, dry place away from direct sunlight and heat sources.

Upstream product

• 146467-21-2 (±)-5-oxopiperidine-2-carboxylic acid 
• 501-53-1 benzyl chloroformate 
• 147489-30-3 (2S)-5-oxopiperidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester 

Relevant articles and documents

OPTICALLY-ACTIVE DIAZABICYCLOOCTANE DERIVATIVE AND METHOD FOR MANUFACTURING SAME

Provided are an optically active diazabicyclooctane derivative defined by formula (F) below, which is useful as a pharmaceutical intermediate for β-lactamase inhibitor, and a process for preparing the same. In formula (F) above, R1 represents CO2R, CO2M, or CONH2, wherein R represents a methyl group, a tert-butyl group, an allyl group, a benzyl group, or a 2,5-dioxopyrrolidin-1-yl group, and M represents a hydrogen atom, an inorganic cation, or an organic cation; and R2 represents a benzyl group or an allyl group.

Diastereoselective synthesis of (2S,5S)- and (2S,5R)-N-benzyloxycarbonyl-5-hydroxypipecolic acids from trans-4-hydroxy-l-proline

An efficient diastereoselective synthesis of cis- and trans-5-hydroxy-(2S)-N-benzyloxycarbonyl pipecolic acids, starting from trans-4-hydroxy-l-proline is described. The key synthetic strategies involve the regioisomeric ring expansion of keto ester 8 and diastereoselective reduction of ketone 11 in high selectivity and yield.