85725-58-2

Upstream product

• 81902-49-0 diethyl N-(2,4-dimethoxybenzyl)-amino-malonate 
• 85725-69-5 (2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-(t-butyldimethylsilyloxy)butyramide 

Downstream Products

• 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 
• 85725-61-7 (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester 
• 85725-64-0 (2S,3R)-N-(2,4-dimethoxybenzyl)-N--2,3-epoxybutyramide 
• 85725-60-6 (1S,2R,5S)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane 

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