86998-57-4

Upstream product

• 86998-56-3 C₂₉H₄₃NO₄S₂Si₂ 
• 76271-75-5 tert-butyldiphenylsilyloxyethanthioic acid 
• 86998-48-3 (3S,4R)-4-(Benzothiazol-2-yldisulfanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one 
• 87250-67-7 2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[1-(tert-butyl-diphenyl-silanyloxymethyl)-vinylsulfanyl]-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid methyl ester 
• 87250-66-6 (R)-2-[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(3-hydroxy-prop-1-ene-2-sulfinyl)-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid methyl ester 
• 86998-53-0 (3S,4R)-4-(pivaloylthio)-3-[(1'(R)-tert-butyldimethylsiloxy)ethyl]-4-chloro-2-azetidinone 

Downstream Products

• 96559-07-8 {(2S,3R)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid allyl ester 
• 99364-29-1 Sodium; (5R,6S)-3-cyclohexylcarbamoyloxymethyl-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate 
• 99364-30-4 Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate 
• 96593-74-7 (5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxymethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 
• 99364-26-8 (5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-cyclohexylcarbamoyloxymethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 
• 99364-27-9 (5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 
• 99364-23-5 {(2S,3R)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 

Relevant academic research and scientific papers

DESULPHURATIVE APPROACHES TO PENEM ANTIBIOTICS. II. 4-ACYLDITHIOAZETIDIN-2-ONES FROM PENICILLIN DERIVED SULPHENIMIDES, THIOLSULPHONATES AND DISULPHIDES.

Displacement of different leaving groups from a number of 2-oxo-azetidin-4-ylthio derivatives with thioacids, followed by sulphur extrusion, provides a facile access to β-lactam thioesters and hence to penems.

SYNTHESIS OF NEW ORALLY ABSORBED PENEM ESTERS, STRUCTURALLY RELATED TO THIENAMYCIN AND CEPHAMYCINS

The synthesis of two new 6α-hydroxyethyl penem esters, with the relevant feature of a carbamoyloxymethyl moiety in position 2, is described.