(4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one

Base Information

• Chemical Name: (4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one
• CAS No.: 1240893-36-0
• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.406

Synonyms:(4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one

Chemical Property of (4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of (4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one

There total 2 articles about (4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one 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:

(E)-4-(benzyloxy)-2-buten-1-ol (80885-30-9,81028-03-7,69152-88-1) + 4-methoxy-benzylamine (2393-23-9) + methyl chloroformate (79-22-1) → (R)-4-((R)-2-(benzyloxy)-1-hydroxyethyl)-3-(4-methoxybenzyl)oxazolidin-2-one (1240893-42-8) + (4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one (1240893-36-0)

Guidance literature:

(E)-4-(benzyloxy)-2-buten-1-ol; With titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; In dichloromethane; at -23 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With tert.-butylhydroperoxide; In decane; dichloromethane; at -23 ℃; for 72h; Molecular sieve; Inert atmosphere;

4-methoxy-benzylamine; methyl chloroformate; Further stages;

DOI:10.1039/c004218h

Reference yield:

<2R-(2β,3α)>-3-<(phenylmethoxy)methyl>oxiranemethanol (78513-15-2) + 4-methoxy-benzylamine (2393-23-9) + methyl chloroformate (79-22-1) → (R)-4-((R)-2-(benzyloxy)-1-hydroxyethyl)-3-(4-methoxybenzyl)oxazolidin-2-one (1240893-42-8) + (4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one (1240893-36-0)

Guidance literature:

<2R-(2β,3α)>-3-<(phenylmethoxy)methyl>oxiranemethanol; With titanium(IV) isopropylate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

4-methoxy-benzylamine; In dichloromethane; at 45 ℃; for 24h; Inert atmosphere;

methyl chloroformate; Further stages;

DOI:10.1039/c004218h

Reference yield: 89.0%

(4S,5S)-4-(benzyloxymethyl)-5-(hydroxymethyl)-3-(4-methoxybenzyl)oxazolidin-2-one (1240893-36-0) → (4S,5S)-4-(benzyloxymethyl)-3-(4-methoxybenzyl)-2-oxooxazolidine-5-carbaldehyde (1240893-16-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c004218h

upstream raw materials:

(E)-4-(benzyloxy)-2-buten-1-ol

4-methoxy-benzylamine

methyl chloroformate

<2R-(2β,3α)>-3-<(phenylmethoxy)methyl>oxiranemethanol

Downstream raw materials:

(4S,5S)-4-(benzyloxymethyl)-3-(4-methoxybenzyl)-2-oxooxazolidine-5-carbaldehyde

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