91177-35-4

Upstream product

• 116343-68-1 C₂₂H₂₀N₂O₄S 
• 96855-15-1 (6R,7R)-3-Methylene-8-oxo-7-[2,2,2-trichloro-eth-(E)-ylideneamino]-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 68314-03-4 (2R,6R,7R)-7-Amino-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 96855-18-4 (R)-7-[(Z)-2,2-Dichloro-vinylimino]-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 

Downstream Products

• 116343-68-1 C₂₂H₂₀N₂O₄S 
• 77015-29-3 (2R,6R,7S)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 96855-18-4 (R)-7-[(Z)-2,2-Dichloro-vinylimino]-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 96855-15-1 (2R,6R,7R)-3-Methylene-8-oxo-7-[2,2,2-trichloro-eth-(E)-ylideneamino]-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 96855-15-1 (6R,7R)-3-Methylene-8-oxo-7-[2,2,2-trichloro-eth-(E)-ylideneamino]-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

Stereochemistry in borohydride reduction of 7-imino-cephems: An improved method for conversion of the 7α-amino- 1-oxa(thia)cephems into the 7β-amino isomers

Sodium cyanoborohydride in methanol containing hydrogen chloride (pH ~3) proved to be an excellent reagent system for smooth and highly stereo-selective reduction of the 7-imino-1-oxa(thia)cephems 6 or their equivalent 7-methoxy amines 8 to the correspond

PRACTICAL PROCEDURE FOR EPIMERIZATION OF 7α-AMINO-1-OXACEPHEMS TO 7β-AMINO EPIMERS

7α-Amino-1-oxacephems can be epimerized to their 7β-amino epimers by treatment with chloral to give Schiff bases, followed by dehydrochlorination with Huenig base, borohydride reduction, and hydrolysis.