Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester

Base Information

• Chemical Name: Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester
• CAS No.: 95790-95-7
• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.433

Synonyms:Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester

Chemical Property of Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester

Chemical Property:

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Technology Process of Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester

There total 10 articles about Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl 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:

acetic anhydride (108-24-7) + cis-1,3-dibenzyl-4,5-dihydroxymethyl-imidazolidin-2-one (56198-32-4) → C21H24N2O4 + Acetic acid (4S,5R)-5-acetoxymethyl-1,3-dibenzyl-2-oxo-imidazolidin-4-ylmethyl ester (95790-94-6) + Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester (95790-95-7)

Guidance literature:

With Lipozyme RM IM; In dichloromethane; at 30 ℃; for 24h; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.09.014

Reference yield:

dimethyl cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylate (56198-73-3) → Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester (95790-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / acetic acid / 0 °C / Reflux

2: Lipozyme RM IM / dichloromethane / 24 h / 30 °C / Enzymatic reaction

With sodium tetrahydroborate; In dichloromethane; acetic acid;

DOI:10.1016/j.molcatb.2013.09.014

Reference yield:

ethyl acetate (141-78-6) + cis-1,3-dibenzyl-4,5-dihydroxymethyl-imidazolidin-2-one (56198-32-4) → C21H24N2O4 + Acetic acid (4S,5R)-5-acetoxymethyl-1,3-dibenzyl-2-oxo-imidazolidin-4-ylmethyl ester (95790-94-6) + Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester (95790-95-7)

Guidance literature:

With Lipozyme RM IM; In dichloromethane; at 30 ℃; for 24h; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.09.014

upstream raw materials:

Acetic acid (4S,5R)-5-acetoxymethyl-1,3-dibenzyl-2-oxo-imidazolidin-4-ylmethyl ester

acetic anhydride

cis-1,3-dibenzyl-4,5-dihydroxymethyl-imidazolidin-2-one

vinyl acetate

Downstream raw materials:

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione

cis 1,3-Dibenzyl-4-hydroxy-2,3,3a,4,6,6a-hexahydro-furo<3,4-d>imidazol-2-one

(4S,5R)-1,3-Dibenzyl-4-hydroxymethyl-5-methoxymethoxymethyl-imidazolidin-2-one

(4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxoimidazolidine-4-carboxylic acid lactone

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