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

Base Information

• Chemical Name: (2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide
• CAS No.: 85725-58-2
• Molecular Formula: C₂₀H₂₈BrNO₈
• Molecular Weight: 490.348

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

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

Chemical Property:

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

There total 2 articles about (2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide 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: 100.0%

(2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-(t-butyldimethylsilyloxy)butyramide (85725-69-5) → (2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide (85725-58-2)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃; for 8h;

DOI:10.1246/bcsj.57.2135

Reference yield:

diethyl N-(2,4-dimethoxybenzyl)-amino-malonate (81902-49-0) → (2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide (85725-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran

2: EtOH-H₂O-HCl (9:2:1)

With hydrogenchloride; triethylamine; In tetrahydrofuran;

DOI:10.1246/cl.1983.169

Reference yield: 86.0%

(2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-hydroxybutyramide (85725-58-2) → (2S,3R)-N-(2,4-dimethoxybenzyl)-N--2,3-epoxybutyramide (85725-64-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

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

upstream raw materials:

(2R,3R)-N-(2,4-dimethoxybenzyl)-N--2-bromo-3-(t-butyldimethylsilyloxy)butyramide

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

Downstream raw materials:

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

(1S,2R,5S)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane

(1S,2R,5R)-6-(2,4-dimethoxybenzyl)-5-ethoxycarbonyl-2-methyl-4,7-dioxo-3-oxa-6-azabicyclo<3.2.0>heptane

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

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