84845-58-9

Usage

InChI:InChI=1/C10H12N2O6S.Na/c1-3(13)5-7(14)12-6(9(15)16)4(19-8(5)12)2-18-10(11)17;/h3,5,8,13H,2H2,1H3,(H2,11,17)(H,15,16);/q;+1/p-1/t3-,5+,8-;/m1./s1

Upstream product

• 98525-49-6 {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 2,2,2-trichloro-ethyl ester 
• 87408-04-6 p-nitrobenzyl(5R,6S)-2-carbamoyloxymethyl-6-[1(R)-hydroxyethyl]-penem-3-carboxylate 
• 96559-10-3 allyl (5R,6S)-2-carbamoyloxymethyl-6-<(1R)-1-hydroxyethyl>penem-3-carboxylate 
• 88585-78-8 <4S,5R,6S(R)>-3-(hydroxymethyl)-6-<1-<(tert-butyldimethylsilyl)oxy>ethyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-enecarboxylic acid 2-allyl ester 
• 94615-34-6 {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 2-oxo-propyl ester 
• 94615-33-5 {(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 2-oxo-propyl ester 
• 94615-36-8 (5R,6S)-6-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxymethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2-oxo-propyl ester 
• 94615-32-4 (tert-Butyl-diphenyl-silanyloxy)-thioacetic acid S-[(2R,3S)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl] ester 
• 94615-30-2 (3S,4R)-4-(Benzothiazol-2-yldisulfanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methyl-2-oxo-2,5-dihydro-furan-3-yl)-azetidin-2-one 
• 94615-37-9 (5R,6S)-6-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-hydroxymethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2-oxo-propyl ester 
• 94615-38-0 (2R,6R,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methylene-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid methyl ester 
• 105455-35-4 2-{(2R,3R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid 2,2,2-trichloro-ethyl ester 
• 84845-56-7 (5R,6S)-3-Carbamoyloxymethyl-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2-oxo-propyl ester 

Relevant academic research and scientific papers

2-(HETEROATOM-SUBSTITUTED)METHYL PENEMS. IV. OXYGEN DERIVATIVES

The synthesis of "2-CH2X" penems wherein X is an oxygen atom part of an acyloxy, N-substituted carbamoyloxy, alkoxy or aryloxy residue is described, with emphasis to procedures which exploit a common 2-hydroxymethylpenem precursor.Correlations are attempt

Process for the preparation of penems

A process for preparing 2-methyl substituted penems useful as antibiotics agent and/or as intermediates thereof, by reacting an appropriate 1-imido-3,4-disubstituted azetidinone derivative with a trivalent organophosphorus compound in an inert solvent at a temperature of from 110° to 150° C. for a period of from 2 hours to a few days.

Process for preparing optically active penems

Processes for the preparation of a penem derivative of formula I STR1 wherein n=0 or 1; R is a carboxy protecting group or H; R1 is hydrogen, a hydrocarbon group substituted or unsubstituted, or lower alkoxy; and R2 is hydrogen, Csu