90628-97-0

Basic information

• Product Name: 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<<<<2-<<(p-nitrobenzyloxy)carbonyl>amino>ethyl>thio>carbonyl>methyl>azetidin-2-one
• Synonyms: 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<<<<2-<<(p-nitrobenzyloxy)carbonyl>amino>ethyl>thio>carbonyl>methyl>azetidin-2-one
• CAS NO: 90628-97-0
• Molecular Weight: 525.698
• Mol File: 90628-97-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<<<<2-<<(p-nitrobenzyloxy)carbonyl>amino>ethyl>thio>carbonyl>methyl>azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<<<<2-<<(p-nitrobenzyloxy)carbonyl>amino>ethyl>thio>carbonyl>methyl>azetidin-2-one(90628-97-0)
• EPA Substance Registry System: 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<<<<2-<<(p-nitrobenzyloxy)carbonyl>amino>ethyl>thio>carbonyl>methyl>azetidin-2-one(90628-97-0)

Safety Data

• Hazardous Substances Data: 90628-97-0(Hazardous Substances Data)

Upstream product

• 129579-05-1 3-Chloro-benzoic acid (2R,3R)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl ester 
• 92686-08-3 <3S-<3α(S^*),4β>>-t-butyl 3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-carboxylate 
• 85253-97-0 (3S,4S)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidine-2-carboxylic acid 
• 86978-81-6 (3R,4R)-4-acetoxy-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-1-trimethylsilyl-2-azetidinone 
• 87392-18-5 <3S-<3α(S^*),4β>>-benzyl<3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate 
• 76899-07-5 (3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one 
• 99827-43-7 3(S)-<1(R)-hydroxyethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one 
• 99827-42-6 3(S)-<1(S)-hydroxyethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one 
• 99765-24-9 3(S)-<1(R)-<<(phenoxymethyl)carbonyl>oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one 
• 99765-25-0 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one 
• 99765-26-1 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>azetidin-2-one 
• 90629-36-0 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(S)-<(phenylthio)ethynyl>azetidin-2-one 
• 65750-59-6 2-(4-nitrobenzyloxycarbonylamino)ethanethiol 
• 88669-70-9 (3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-(carboxymethyl)azetidin-2-one 

Downstream Products

• 72778-09-7 N-<<(p-nitrobenzyl)oxy>carbonyl>-O-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin p-nitrobenzyl ester 
• 102735-71-7 (3S,4R)-4-<<2-(p-nitrobenzyloxycarbonylamino)etylthio>carbonylmethyl>-3-<(R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-2-azetidinone 
• 92133-47-6 C₄₀H₄₆N₅O₁₈PS 
• 90629-18-8 {(2R,3S)-2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylcarbonylmethyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 4-nitro-benzyl ester 
• 92133-46-5 C₃₈H₅₅N₄O₁₄PSSi 
• 92133-39-6 {(2R,3S)-3-((R)-1-Hydroxy-ethyl)-2-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanylcarbonylmethyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 4-nitro-benzyl ester 
• 90628-99-2 p-nitrobenzyl (5R,6S)-6-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-3-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>-amino>ethyl>thio>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 64067-13-6 p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate 
• 92133-37-4 [(2R,3S)-3-((R)-1-Hydroxy-ethyl)-4-oxo-azetidin-2-yl]-thioacetic acid S-[2-(4-nitro-benzyloxycarbonylamino)-ethyl] ester 
• 90628-98-1 {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanylcarbonylmethyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 4-nitro-benzyl ester 

Relevant articles and documents

Scope and limitations of oxidative decarboxylation of α-(acylamino) acids by peroxy acids: Conversion of a 2-azetidinone-4-carboxylic acid to a carbapenem

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AN EFFICIENT CARBAPENEM SYNTHESIS VIA AN INTRAMOLECULAR WITTIG REACTION OF NEW TRIALKOXYPHOSPHORANE-THIOLESTERS

New trialkoxyphosphorane-thiolesters 10, obtained by reaction of oxalimides 9 with trialkyl phosphite, were efficiently cyclized by an intramolecular Wittig reaction to give carbapenems 11.