104486-77-3

Upstream product

• 49841-83-0 (1S,5R)-3-benzyl-6-(2-methylprop-1-enyl)-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-7-one 

Downstream Products

• 104430-43-5 (4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester 
• 104430-43-5 (4R,6R,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester 
• 104430-42-4 (Z)-3-[(2R,3R)-1-(tert-Butoxycarbonyl-hydroxy-methyl)-4-oxo-3-phenylacetylamino-azetidin-2-ylsulfanyl]-acrylic acid methyl ester 
• 104430-44-6 (4R,6R,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 
• 74213-38-0 (3R,4R)-1-methylallyl-3-phenylacetamido-4-t-butylthioazetidin-2-one 
• 74213-37-9 cis-(4R)-t-butylthio-(3R)-phenylacetamidoazetidin-2-one 
• 104486-78-4 (Z)-3-((2S,3R)-4-Oxo-3-phenylacetylamino-azetidin-2-ylsulfanyl)-acrylic acid methyl ester 
• 104430-41-3 (Z)-3-((2R,3R)-4-Oxo-3-phenylacetylamino-azetidin-2-ylsulfanyl)-acrylic acid methyl ester 

Relevant academic research and scientific papers

(3R,4R)-4-t-Butylthio-3-phenylacetamidoazetidin-2-one: a Useful Precursor of Penicillin Analogues

The preparation of the title azetidinone and its conversion into (1S,5R,6R)-2,2-dimethyl-6-phenylacetamidopenam 1-oxide are described.

STUDIES RELATED TO PENICILLINS. PART 23. PREPARATION OF THE N-PHENYLACETYL AND N-TRIPHENYLMETHYL DERIVATIVES OF (3R,4R)-3-AMINO-4-t-BUTHYLTHIOAZETIDIN-2-ONE

Addition of hypobromous acid to the alkene moiety of the 6-substituent of (1S,5R)-3-benzyl-6-(2-methylprop-1-enyl)-4-oxa-2,6-diazabicyclohept-2-en-7-one (7a) was effected by the action of N-bromoacetamide in aqueous acetone.On the basis of 1H NMR s