163849-08-9

Basic information

• Product Name: 2-Pyrrolidinone,5-(3-methyl-5-isoxazolyl)-,(S)-(9CI)
• Synonyms: 2-Pyrrolidinone,5-(3-methyl-5-isoxazolyl)-,(S)-(9CI)
• CAS NO: 163849-08-9
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Product Categories: OXAZOLE
• Mol File: 163849-08-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyrrolidinone,5-(3-methyl-5-isoxazolyl)-,(S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone,5-(3-methyl-5-isoxazolyl)-,(S)-(9CI)(163849-08-9)
• EPA Substance Registry System: 2-Pyrrolidinone,5-(3-methyl-5-isoxazolyl)-,(S)-(9CI)(163849-08-9)

Safety Data

• Hazardous Substances Data: 163849-08-9(Hazardous Substances Data)

Upstream product

• 4931-66-2 methyl (S)-pyroglutamate 
• 127-06-0 acetone oxime 
• 7664-93-9 sulfuric acid 
• 497-19-8 sodium carbonate 

Downstream Products

• 147402-53-7 (S)-3-methyl-5-(1-methyl-2-pyrrolidinyl)isoxazole 
• 147402-53-7 3-methyl-5-(1-methyl-2(S)-pyrrolidinyl)-isoxazole 

Relevant articles and documents

Intermediates for the preparation of enantiomerically-pure-3-methyl-5-(1-C1-C3-alkyl)-2-pyrrolidinyl)isoxazole

Novel compounds useful in the preparation of enantiomerically-pure 3-methyl-5-(1-(C1 -C3 -alkyl)-2-pyrrolidinyl)isoxazole in high yield, namely 5(S)-(3-methyl-5-isoxazolyl)-2-pyrrolidinone, 3-methyl-5-(1-methyl-2-pyrrolidinyl)-5-hydroxy-4,5-dihydro-isoxazole, and 1-(1-methyl-2(S)-pyrrolidinyl)-1,3-butanedione-3-oxime.

A short, efficient chiral synthesis of a novel cholinergic channel activator, ABT-418 [(S)-3-methyl-5-(1-methyl-2-pyrrolidinyl)isoxazole], from (S)-pyroglutamic acid

ABT-418 [(S)-3-methyl-5-(1-methyl-2-pyrrolidinyl)isoxazole] (1) is a cholinergic channel activator with potent cognitive and anxiolytic activities in animal models. A three-pot synthesis of enantiomerically pure ABT-418 starting from commercially available (S)-pyroglutamic acid is described. The overall yield of the synthesis is 43%.