80559-33-7

Upstream product

• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 4457-32-3 4-nitrobenzyl chloroformate 
• 80559-15-5 methyl 3-methyl-2-[(3S,4R)-4-methylthio-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]but-2-enoate 
• 74614-77-0 (3S,4R)-3-(1-hidroxyethyl)-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-methylthio-2-azetidinone 
• 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 

Downstream Products

• 80559-34-8 p-nitrobenzyl 4-[(2R,3S)-3-{(1S)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-4-oxoazetidin-2-yl]-3-oxobutanoate 
• 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 

Relevant academic research and scientific papers

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

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.

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.