64370-35-0

Upstream product

• 64406-67-3 di-p-nitrobenzyl tartrate 
• 83654-96-0 p-nitrobenzyl glyoxylate monohydrate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 76131-72-1 p-nitrobenzyl α-hydroxy-α-(2-oxo-4-vinylazetidin-1-yl)-acetate 
• 68486-00-0 4-allyl-1-(1-hydroxy-1-p-nitrobenzyloxycarbonylmethyl)azetidin-2-one 
• 133381-04-1 p-nitrobenzyl <(4RS)-3-chloro-4-(2-hydroxyethyl)-3-<(1RS)-1-p-nitrobenzyloxycarbonyloxyethyl>-2-oxoazetidin-1-yl>hydroxyacetate 
• 78032-21-0 [(3S,4R)-3-Ethyl-2-oxo-4-(tetrahydro-pyran-2-ylsulfanyl)-azetidin-1-yl]-hydroxy-acetic acid 4-nitro-benzyl ester 
• 91504-18-6 [2-(Allyl-ethoxy-phosphinoyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid 4-nitro-benzyl ester 
• 82318-31-8 Hydroxy-(2-oxo-4-tritylsulfanyl-azetidin-1-yl)-acetic acid 4-nitro-benzyl ester 
• 95477-35-3 2-[1-[Hydroxy-(4-nitro-benzyloxycarbonyl)-methyl]-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-ylsulfanyl]-malonic acid dimethyl ester 
• 95477-37-5 [2-(Bis-methanesulfonyl-methylsulfanyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-hydroxy-acetic acid 4-nitro-benzyl ester 
• 112563-46-9 {(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester 
• 95477-36-4 2-[1-[Hydroxy-(4-nitro-benzyloxycarbonyl)-methyl]-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-ylsulfanyl]-malonic acid methyl ester 4-nitro-benzyl ester 
• 87095-95-2 {(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-[(2-methyl-[1,3]dioxolan-2-yl)-(4-nitro-benzyloxycarbonyl)-methylsulfanyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester 
• 92838-74-9 (3S,4R)-4-<4-(p-nitrobenzyloxycarbonylamino)-2-oxobutyl>-3-<(R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-2-azetidinone 
• 68485-78-9 7-(1-Hydroxy-1-p-nitrobenzyloxycarbonylmethyl)-8-oxo-7-azabicyclo[4,2,0]-oct-3-ene 
• 100604-43-1 p-nitrobenzyl 2-(3-phenyl-2-propenyl)-α-hydroxy-4-oxo-1,2-diazetidine-1-acetate 

Relevant academic research and scientific papers

Indium mediated allylation of glyoxylate oxime ethers, esters and cyanoformates

An indium mediated procedure has been developed for the allylation of activated O-functionalised oximes and nitriles as exemplified by a variety of glyoxylate derivatives. This method gives the corresponding free (or protected) amine in a one pot-process. The method is regiospecific and is carried out under remarkably mild conditions so that even oxime esters can be subjected to the typical reaction conditions.

Antibacterial agents, and 4-thio azetidinone intermediates

This invention relates to 2-substituted and 2,6-disubstituted penem compounds of the formula STR1 wherein Y is hydrogen, halo or certain organic substituents and X represents certain organic substituents. Also included in the invention are pharmaceutically acceptable salts of the above compounds and derivatives of the above compounds in which the carboxyl group at the 3-position is protected as by an easily removable ester protecting group. The compounds of the present invention are potent antibacterial agents or are of use as intermediates in the preparation of such agents.

Syntheses based on 1,2-secopenicillins. Part 5. Penicillin analogues with electron-withdrawing 2-substituents

6-Acylaminopenam-3-carboxylic esters substituted at C-2 by one or two alkoxycarbonyl groups or by an acetyl group have been prepared from penicillins. The azetidinone ring remained intact throughout the reaction sequence, and the thiazolidine ring was completed by intramolecular alkylation at an activated methylene or methine group adjacent to the sulphur atom. Only in the case of the 2-alkoxycarbonylpenams could stable carboxylic acids be liberated from the esters.