80629-53-4

Upstream product

• 76431-38-4 {(2R,3S)-2-Ethylsulfanylthiocarbonylsulfanyl-4-oxo-3-[(R)-1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-azetidin-1-yl}-hydroxy-acetic acid allyl ester 
• 76431-30-6 Carbonic acid (S)-1-((2S,3R)-2-ethylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-3-yl)-ethyl ester 2,2,2-trichloro-ethyl ester 
• 76431-28-2 Carbonic acid 1-[1-(tert-butyl-dimethyl-silanyl)-2-ethylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester 2,2,2-trichloro-ethyl ester 
• 76431-29-3 Carbonic acid 1-(2-ethylsulfanyl-4-oxo-azetidin-3-yl)-ethyl ester 2,2,2-trichloro-ethyl ester 
• 76431-27-1 1-(t-butyldimethylsilyl)-3-(1-hydroxyethyl)-4-ethylthioazetidin-2-one 
• 76431-37-3 allyl glyoxalate dihydrate 
• 603-35-0 triphenylphosphine 
• 76431-38-4 {(2R,3S)-2-Ethylsulfanylthiocarbonylsulfanyl-4-oxo-3-[(S)-1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-azetidin-1-yl}-hydroxy-acetic acid allyl ester 
• 76431-30-6 Carbonic acid (R)-1-((2S,3R)-2-ethylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-3-yl)-ethyl ester 2,2,2-trichloro-ethyl ester 
• 76431-38-4 {(2R,3R)-2-Ethylsulfanylthiocarbonylsulfanyl-4-oxo-3-[(R)-1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-azetidin-1-yl}-hydroxy-acetic acid allyl ester 
• 76431-30-6 Carbonic acid (S)-1-((2S,3S)-2-ethylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-3-yl)-ethyl ester 2,2,2-trichloro-ethyl ester 
• 80629-64-7 Carbonic acid 1-[1-(tert-butyl-dimethyl-silanyl)-2-ethylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester 2,2,2-trichloro-ethyl ester 
• 76448-69-6 Trithiocarbonic acid 1-(tert-butyl-dimethyl-silanyl)-3-(1-hydroxy-ethyl)-4-oxo-azetidin-2-yl ester ethyl ester 
• 76431-38-4 {(2R,3R)-2-Ethylsulfanylthiocarbonylsulfanyl-4-oxo-3-[(S)-1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-azetidin-1-yl}-hydroxy-acetic acid allyl ester 

Downstream Products

• 76431-43-1 (5R,6R)-3-Ethylsulfanyl-6-((S)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 
• 76431-43-1 (5R,6R)-3-Ethylsulfanyl-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 
• 76431-43-1 (5R,6S)-3-Ethylsulfanyl-6-((S)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 
• 76431-43-1 (5R,6S)-3-Ethylsulfanyl-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 

Relevant academic research and scientific papers

SYNTHESIS OF RACEMIC, 2-(ALKYLTHIO)-6-(1-HYDROXYETHYL) PENEMS; ATTEMPTED PENEM SYNTHESIS VIA COPPER (I) - PROMOTED CYCLISATIONS

Stereocontrolled syntheses of the diastereoisomeric 6-(1-hydroxyethyl)-2-ethylthio and 2-(2-aminoethylthio)-penem-3-carboxylates from a common monocyclic azetidinone precursor are described.Cu (I)-promoted cyclisation of suitable N/C-3 secopenems is shown to yield "isopenems" (7-oxo-2-thia-1-azabicyclohept-3-enes) as the sole bicyclic product.

SYNTHESIS OF OPTICALLY ACTIVE PENEMS

A general synthesis for optically active penems is described.Penems undergo a novel thermal isomerisation reaction.