80829-72-7

Upstream product

• 81902-59-2 (2S,3R)-N-(2,4-dimethoxybenzyl)-N-(t-butoxycarbonylmethyl)-2-bromo-3-hydroxybutyramide 
• 81902-68-3 (2S,3R)-N-(2,4-dimethoxybenzyl)-N-(t-butoxycarbonylmethyl)-2,3-epoxybutyramide 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 20781-21-9 2,4-dimethoxybenzylamine hydrochloride 
• 81902-60-5 t-butyl N-(2,4-dimethoxybenzyl)glycinate 
• 20839-79-6 (2,4-dimethoxy-benzylamino)-acetic acid 
• 85486-88-0 (+/-)-<3α(S^*),4β>-t-butyl-1-(2,4-dimethoxybenzyl)-3-(1-t-butoxycarbonylcarboxyethyl)-2-azetidinone-4-carboxylate 
• 85486-81-3 (+/-)-(R^*,S^*)-1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-2-azetidinone-4,4-bis(carboxylic acid) 
• 81902-52-5 (+/-)-<3S-<3α(S^*),4α>>-1-(2,4-dimethoxybenzyl)-3-(1-acetoxyethyl)-4-ethoxycarbonyl-2-azetidinone-4-carboxylic acid 

Downstream Products

• 81902-54-7 <3S-<3α(S^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-2-azetidinone-4-carboxylic acid 
• 87325-93-7 (2S,3S)-1-(2,4-Dimethoxy-benzyl)-3-((R)-1-hydroxy-ethyl)-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 81902-54-7 (2S,3S)-1-(2,4-Dimethoxy-benzyl)-3-((R)-1-hydroxy-ethyl)-4-oxo-azetidine-2-carboxylic acid 
• 82008-55-7 <3S-<3α(S^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetyl-2-azetidinone 
• 78477-86-8 (3S,4R)-3-<(R)-1-hydroxyethyl>-4-<(benzyloxycarbonyl)methyl>-2-azetidinone 
• 81902-67-2 [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(2,4-dimethoxy-benzyl)-4-oxo-azetidin-2-yl]-acetic acid methyl ester 
• 92685-99-9 <3S-<3α(S^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-methanesulfonyloxymethyl-2-azetidinone 
• 92685-98-8 <3S-<3α(S^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-(2-oxo-3-chloropropyl)-2-azetidinone 
• 92685-95-5 (4S,5R,2E)-methyl 4-(2,4-dimethoxybenzylaminocarbonyl)-5-(t-butyldimethylsilyloxy)-2-hexenoate 
• 92685-91-1 (2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(2,4-dimethoxy-benzyl)-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 92685-92-2 <3S-<3α(S^*),4β>>-<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetic acid 
• 92685-97-7 [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(2,4-dimethoxy-benzyl)-4-oxo-azetidin-2-yl]-acetyl chloride 
• 92685-93-3 <3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone 
• 92686-01-6 <3S-<3α(S^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-cyanomethyl-2-azetidinone 

Relevant academic research and scientific papers

STEREOSPECIFIC SYNTHESIS OF CHIRAL PRECURSORS OF THIENAMYCIN FROM L-THREONINE

L-Threonine was transformed, stereospecifically, to a versatile β-lactam (5a) in 3 steps.This β-lactam was further converted to a key intermediate (25) for the synthesis of thienamycin and its biologically active analogues.Furthermore, the compound 5a was changed to iodides (18 and 23), cyanides (19 and 24), chloromethylketone (26) and aldehydes (30 and 31) which appear to have a latent potential as precursors for the syntheses of the carbapenems.

STEREOSPECIFIC SYNTHESIS OF RACEMIC INTERMEDIATES OF THE PENEMS AND THE CARBAPENEMS FROM TRANS-CROTONIC ACID

Stereocontrolled syntheses of two (+)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinones (cis-10 and trans-10), which are key intermediates for the penems and the carbapenems, from trans-crotonic acid are reported.