85761-35-9

Upstream product

• 81902-52-5 <3S-<3α(S^*),4α>>-1-(2,4-dimethoxybenzyl)-3-(1-acetoxyethyl)-4-ethoxycarbonyl-2-azetidinone-4-carboxylic acid 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 81968-19-6 (2R,3R)-2-bromo-3-acetoxy-butyryl chloride 
• 81902-50-3 (2R,3R)-N-2,4-dimethoxybenzyl-N-bis(ethoxycarbonyl)methyl-2-bromo-3-acetoxybutylamide 
• 81902-51-4 <3S(R)>-1-(2,4-dimethoxybenzyl)-3-(1-acetoxyethyl)-4,4-bis(ethoxycarbonyl)-2-azetidinone 
• 93591-44-7 (2S,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-(t-butyldimethylsilyloxy)butyramide 
• 81902-49-0 diethyl N-(2,4-dimethoxybenzyl)-amino-malonate 
• 85725-59-3 (2S,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide 
• 81902-52-5 (+/-)-<3S-<3α(S^*),4α>>-1-(2,4-dimethoxybenzyl)-3-(1-acetoxyethyl)-4-ethoxycarbonyl-2-azetidinone-4-carboxylic acid 
• 80829-71-6 (R)-3-((S)-1-Acetoxy-ethyl)-1-(2,4-dimethoxy-benzyl)-4-oxo-azetidine-2,2-dicarboxylic acid diethyl ester 
• 85486-81-3 (+/-)-(R^*,S^*)-1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-2-azetidinone-4,4-bis(carboxylic acid) 

Downstream Products

• 87325-83-5 <3S-<3α(S^*),4α>>-1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-4-acetyl-2-azetidinone 
• 87325-82-4 <1R-(1α,2ξ,4α,5α)>-7-(2,4-dimethoxybenzyl)-2,4-dimethyl-2-hydroxy-3-oxa-6-oxo-7-azabicyclo<3.2.0>heptane 
• 81902-55-8 <3S-<3α(S^*),4α>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetyl-2-azetidinone 
• 87325-88-0 (+/-)-<3α(S^*),4β>-1-(2,4-dimethoxybenzyl)-3-(1-acetoxyethyl)-4-methoxycarbonyl-4-acetoxymethyl-2-azetidinone 
• 87325-89-1 (1S,2R,5R)-4-Acetoxy-6-(2,4-dimethoxy-benzyl)-2-methyl-7-oxo-3-oxa-6-aza-bicyclo[3.2.0]heptane-5-carboxylic acid methyl ester 
• 87325-87-9 (+/-)-<3α(S^*),4β>-1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-4-methoxycarbonyl-4-hydroxymethyl-2-azetidinone 
• 81902-53-6 (+/-)-<1α,4α,5α>-7-(2,4-dimethoxybenzyl)-2,6-dioxo-4-methyl-3-oxa-7-azabicyclo<3.2.0>heptane 
• 85486-86-8 (1S,2R,5R)-6-(2,4-Dimethoxy-benzyl)-2-methyl-4,7-dioxo-3-oxa-6-aza-bicyclo[3.2.0]heptane-5-carboperoxoic acid tert-butyl ester 
• 85486-83-5 (1S,2R,5R)-6-(2,4-Dimethoxy-benzyl)-4-hydroxy-2-methyl-7-oxo-3-oxa-6-aza-bicyclo[3.2.0]heptane-5-carboxylic acid methyl ester 
• 85486-84-6 (+/-)-<1α,2α,4α,5α>-7-(2,4-dimethoxybenzyl)-2-hydroxy-4-methyl-3-oxa-6-oxo-7-azabicyclo<3.2.0>heptane 
• 85486-85-7 (+/-)-<1α,4α,5α>-7-(2,4-dimethoxybenzyl)-2,6-dioxo-3-oxa-4-methyl-7-azabicyclo<3.2.0>heptane-1-carboxylic acid chloride 
• 85508-71-0 (+/-)-<1α,4α,5α>-methyl-7-(2,4-dimethoxybenzyl)-2,6-dioxo-4-methyl-3-oxa-7-azabicyclo<3.2.0>heptane-1-carboxylate 

Relevant academic research and scientific papers

Base-induced Cyclization of N--2-bromo-3-hydroxybutyramide Derivatives

Treatment of (2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide (5) with DBU yielded the bicyclic β-lactam 13 by a direct cyclization, and its diastereoisomer 14 and the γ-lactam 15 via the trans-epoxide 6.The same t

BASE-INDUCED CYCLIZATION OF (2R,3R)- AND (2S,3R)-N-2,4-DIMETHOXYBENZYL-N-BIS(ETHOXYCARBONYL)METHYL-2-BROMO-3-HYDROXYBUTYLAMIDE

Reaction of (2R,3R)-N-2,4-dimethoxybenzyl-N-bis(ethoxycarbonyl)methyl-2-bromo-3-hydroxybutylamide (6) with DBU yielded bicyclic β-lactam 7 by a direct cyclization, and its diastereomer 8 and unexpected γ-lactam 9 by another non-direct cyclization.Also (2S

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.