80559-33-7

Upstream product

• 4457-32-3 4-nitrobenzyl chloroformate 
• 80528-32-1 p-nitrobenzyl 3-(trimethylsilylmethyl)but-3-enolate 
• 80527-82-8 methyl 2-[(3S)-4-chloro-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-3-methylbut-2-enoate 
• 87206-26-6 2-{(2R,3R)-2-Acetoxy-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid methyl ester 
• 80559-15-5 methyl 3-methyl-2-[(3S,4R)-4-methylthio-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]but-2-enoate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 74614-77-0 (3S,4R)-3-(1-hidroxyethyl)-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-methylthio-2-azetidinone 

Downstream Products

• 80559-36-0 4-{(2R,3S)-3-[(R)-1-(4-Nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester 
• 80559-34-8 p-nitrobenzyl 4-[(2R,3S)-3-{(1S)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-4-oxoazetidin-2-yl]-3-oxobutanoate 

Relevant academic research and scientific papers

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.

SYNTHETIC STUDIES ON CARBAPENEM ANTIBIOTICS FROM PENICILLINS. V. A STEREOSPECIFIC PREPARATION OF 4-ALLYLAZETIDINONES

A stereospecific preparation of chiral 4-allylazetidinones 3, key intermediates for the synthesis of the carbapenem antibiotics, has been achieved in good yields by reaction of 4-acetoxyazetidinones 2 with allylsilanes in the presence of TMSOTf.

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

STEREO- AND REGIOSPECIFIC ALLYLATION OF 4-CHLOROAZETIDINONES WITH ALLYLSILANES: CONVERGENT SYNTHESIS OF A KEY INTERMEDIATE FOR (+)-THIENAMYCIN

An efficient stereospecific synthesis of optically active 4-allylazetidinones (6, 7, 11, and 15a,b) has been accomplished using silver-promoted coupling reaction of allylsilanes (5 and 14b) with 4-chloroazetidinones (3, 4, and 10a,b) derived from penicillins.