200002-40-0

Basic information

• Product Name: 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-acetyl-, (1S,4R)- (9CI)
• Synonyms: 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-acetyl-, (1S,4R)- (9CI)
• CAS NO: 200002-40-0
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.16256
• Product Categories: ACETYLGROUP
• Mol File: 200002-40-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-acetyl-, (1S,4R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-acetyl-, (1S,4R)- (9CI)(200002-40-0)
• EPA Substance Registry System: 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-acetyl-, (1S,4R)- (9CI)(200002-40-0)

Safety Data

• Hazardous Substances Data: 200002-40-0(Hazardous Substances Data)

Usage

Bicyclic compound

Contains a five-membered ring and a carbonyl group

Physical state

Colorless to pale yellow liquid at room temperature

Uses

Synthesis of pharmaceuticals and bioactive compounds

Role

Intermediate in organic synthesis

Medicinal properties

Antimicrobial and anti-inflammatory effects

Aroma component

Found in certain plants and fruits, contributing to characteristic scents

Upstream product

• 162307-09-7 (+/-)-cis-2-acetyl-2-azabicyclo<2.2.1>hept-5-en-3-one 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 108-24-7 acetic anhydride 
• 79200-56-9 (-)-2-azabicyclo[2.2.1]hept-5-en-3-one 

Downstream Products

• 189098-29-1 (1R,4S)-2-acetyl-2-azabicyclo<2.2.1>hept-5-en-3-one 
• 255839-20-4 (1R,4S)-2-Acetyl-1-amino-4-(hydroxymethyl)-2-cyclopentene 
• 861897-34-9 (1R,4S,5R,6S)-2-acetyl-5,6-dihydroxy-2-azabicyclo-[2.2.1]heptan-3-one 
• 208179-45-7 (1S,2R,4S,5R)-6-Acetyl-3-oxa-6-aza-tricyclo[3.2.1.0^2,4]octan-7-one 

Relevant articles and documents

Method for preparing (1R,4S)-2-azabicyclo[2.2.1]hept-5-ene-3-one derivatives

A biotechnological method is described for preparing compounds of the general formulas wherein R1 is acyl or acyloxy and R2 is a hydrogen atom or C1-10 alkyl, comprising the conversion of a lactam of the general formula by means of a hydrolase in the presence of a nucleophile and in the presence of a base in a constant pH range. Also described is the subsequent conversion of the compound of general formula I into the optically active 1-amino-4-(hydroxymethyl)-2-cyclopentene of the formula

A practical enzymatic procedure for the resolution of N-substituted 2- azabicyclo[2.2.1]hept-5-en-3-one

A simple and efficient process for the enantioselective resolution of N- substituted 2-azabicyclo[2.2.1]hept-5-en-3-one has been developed using commercially available hydrolytic enzymes. This offers a practical approach for the preparation of enantiomerically pure N-substituted γ-lactams.