93591-44-7

Upstream product

• 93591-42-5 (2S,3R)-2-bromo-3-(t-butyldimethylsilyloxy)butyric acid 
• 81902-49-0 diethyl N-(2,4-dimethoxybenzyl)-amino-malonate 
• 93591-43-6 (2S,3R)-2-bromo-3-(t-butyldimethylsilyloxy)butyryl chloride 

Downstream Products

• 85725-59-3 (2S,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide 
• 93622-92-5 (3R)-1-(2,4-dimethoxybenzyl)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-4,4-bis(ethoxycarbonyl)-2-azetidinone 
• 85725-70-8 (3R)-1-(2,4-dimethoxybenzyl)-3-<(R)-1-(hydroxy)ethyl>-4,4-bis(ethoxycarbonyl)-2-azetidinone 
• 85761-36-0 (1S,2R,5R)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane 
• 85725-65-1 (Z)-1-(2,4-dimethoxybenzyl)-3-ethylidene-4-ethoxycarbonyl-2-azetidinone 
• 85725-66-2 (E)-1-(2,4-dimethoxybenzyl)-3-ethylidene-4-ethoxycarbonyl-2-azetidinone 
• 85761-35-9 <1S-(1α,4α,5α)>-7-(2,4-dimethoxybenzyl)-2,6-dioxo-4-methyl-3-oxa-7-azabicyclo<3.2.0>heptane-1-carboxylic acid 

Relevant academic research and scientific papers

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

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