72690-84-7

Upstream product

• 64066-71-3 (3S,4R)-3-[(1RS)-1-(p-nitrobenzyloxycarbonyloxy)ethyl]-4-(2-oxoethyl)-2-oxoazetidine 
• 122717-05-9 (S)-3-Amino-5-(tert-butyl-diphenyl-silanyloxy)-2-((S)-1-hydroxy-ethyl)-pentanoic acid methyl ester 
• 122717-06-0 (S)-3-Amino-5-(tert-butyl-diphenyl-silanyloxy)-2-((S)-1-hydroxy-ethyl)-pentanoic acid isopropyl ester 
• 122797-12-0 (3S,4R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((S)-1-hydroxy-ethyl)-azetidin-2-one 
• 80559-32-6 (3S,4R)-3-[(1S)-1-(p-nitrobenzyloxycarbonyloxy)ethyl]-4-(2-oxoethyl)-2-oxoazetidine 
• 85960-27-6 Carbonic acid (R)-1-{(2R,3S)-1-(tert-butyl-dimethyl-silanyl)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-3-yl}-ethyl ester 4-nitro-benzyl ester 
• 87829-35-4 (R)-1-(tert-Butyl-dimethyl-silanyl)-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one 
• 80559-22-4 (4R)-4-(2-hydroxyethyl)-2-azetidinone 
• 74819-50-4 C₂₁H₂₆N₂O₇ 
• 106673-92-1 7-acetyl-7-bromo-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106673-90-9 7-acetyl-7-methylthio-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106673-89-6 7-acetyl-8-oxo-7-(toluene-p-sulphenyl)-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 106673-93-2 (6RS,9SR)-7-(1-hydroxyethyl)-8-oxo-7-(toluene-p-sulphenyl)-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane 
• 4457-32-3 4-nitrobenzyl chloroformate 

Downstream Products

• 76335-78-9 (5RS,6RS,8RS)-p-nitrobenzyl 3,7-dioxo-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 76347-45-0 p-nitrobenzyl (3RS,4RS)-4-<3-<(1RS)-1-p-nitrobenzyloxycarbonyloxyethyl>-2-oxoazetidin-4-yl>-3-oxobutanoate 
• 133380-98-0 (5RS,6RS,8RS)-p-nitrobenzyl 3-diphenylthiophosphinoyl-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 65991-26-6 (5RS,6RS,8RS)-p-nitrobenzyl 3-<2-(p-nitrobenzyloxycarbonylamino)ethylthio>-6-(1-p-nitrobenzyloxycarbonyloxyethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 76335-76-7 <(3RS,4RS)-3-<(RS)-1-p-nitrobenzyloxycarbonyloxyethyl>-2-oxaazetidin-4-yl>acetic acid 
• 76335-76-7 (+/-)-4β-carboxymethyl-3β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one 

Relevant academic research and scientific papers

Olivanic Acid Analogues. Part 8. Halogenation and Sulphenylation Reactions leading Selectively to cis-Carbapenem Precursors; Stereospecific Synthesis of (+/-)-6-Epithienamycin

Introduction of halogen or sulphenyl substituents at C-7 of ketone 1, followed by stereospecific reduction steps, provides a selective route either to the (6RS,7RS,9RS) isomer 11 or to the (6RS,7RS,9SR) isomer 14 of 7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabic

DIASTEREOSELECTIVITY IN THE ADDITION OF ENOLATE ANIONS TO N-METHOXYCARBONYLIMINES GENERATED IN SITU FROM α-METHOXY CARBAMATES

The diastereoselectivity of the addition of enolate anions of ketones or esters to N-Methoxycarbonylimines generated in situ from α-Methoxy carbamates was studied.

Sulphenylation and Halogenation Reactions leading Selectively to cis-Carbapenem Precursors; Stereospecific Synthesis of (+/-)-6-Epithienamycin

Introduction of sulphenyl or halogen substituents at C-7 of ketone (1), followed by stereospecific reduction steps, provides a selective route either to the (6RS,7RS,9SR) or to the (6RS,7RS,9RS) isomers, (10) and (11), of 7-(1-hydroxyethyl)-8-oxo-1-aza-3-

4-Substituted-2-oxoazetidine compounds

The present invention relates to novel 4-substituted-2-oxoazetidine compounds and to processes for preparing the same. These compounds are useful intermediates for preparing antibiotics having the basic skeleton of Thienamycin.

8-Oxo-3-oxa-1-azabicyclo[4.2.0]octanes containing a chiral center

There is provided a process for the preparation of an enantiomer of a compound of formula (I) which process comprises separation thereof from a mixture of diastereoisomers of a compound of the formula (I): STR1 wherein R is acetyl, α-hydroxyethyl or a protected derivative thereof, and R1 and R2 are substituted or unsubstituted hydrocarbon groups, or are joined so as to form a carbocyclic or heterocyclic ring; at least one of R1 and R2 containing a chiral center, such that the enantiomer can be separated thereby; and R3 and R4 are independently hydrogen or an organic group bonded via a carbon atom to the tetrahydro-oxazine ring, or R3 and R4 are joined so as to form together with the carbon atom to which they are attached an optionally substituted C3-7 cycloalkyl or optionally substituted heterocyclyl ring. The enantiomer is of use in the preparation of optically active carbapenem antibiotics.

A GENERAL APPROACH TO TRANS-CARBAPENEM ANTIBIOTICS. ENANTIOSELECTIVE SYNTHESIS OF KEY INTERMEDIATES FOR (+)-PS-5, (+)-PS-6, AND (+)-THIENAMYCIN

(S)-4--2-azetidinone prepared by chemico-enzymatic approach has been efficiently converted to key intermediates for the synthesis of natural trans-carbapenem antibiotics, (+)-PS-5, (+)-PS-6, and (+)-thienamycin.

4-Substituted-2-oxoazetidine compounds and processes for the preparation thereof

This invention relates to novel 4-substituted-2-oxoazetidine compounds and salts thereof, which are useful intermediates in the preparation of antibiotics having the fundamental skeleton of Thienamycin, which compounds are of the formula: STR1 in which R