(3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester

Base Information

• Chemical Name: (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester
• CAS No.: 85725-61-7
• Molecular Formula: C₂₀H₂₇NO₈
• Molecular Weight: 409.436

Synonyms:(3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester

Chemical Property of (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester

Chemical Property:

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Technology Process of (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester

There total 7 articles about (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.9%

(2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide (85725-58-2) → (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester (85725-61-7) + (1S,2R,5S)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane (85725-60-6) + (1S,2R,5R)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane (85761-36-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 25 ℃; for 4h;

DOI:10.1246/cl.1983.169

Reference yield: 59.5%

(2S,3R)-N-(2,4-dimethoxybenzyl)-N--2,3-epoxybutyramide (85725-64-0) → (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester (85725-61-7) + (1S,2R,5R)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane (85761-36-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 25 ℃; for 6h;

DOI:10.1246/cl.1983.169 DOI:10.1246/bcsj.57.2135

Reference yield: 29.8%

(3R)-1-(2,4-dimethoxybenzyl)-3-<(R)-1-(hydroxy)ethyl>-4,4-bis(ethoxycarbonyl)-2-azetidinone (85725-70-8) → (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester (85725-61-7) + (1S,2R,5R)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane (85761-36-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1246/bcsj.57.2135

upstream raw materials:

(2S,3R)-N-(2,4-dimethoxybenzyl)-N--2,3-epoxybutyramide

(2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide

(3R)-1-(2,4-dimethoxybenzyl)-3-<(R)-1-(hydroxy)ethyl>-4,4-bis(ethoxycarbonyl)-2-azetidinone

diethyl N-(2,4-dimethoxybenzyl)-amino-malonate

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