(4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one

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Chemical Name:(4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one
CAS No.:315718-88-8
Molecular Formula:C₂₉H₃₁NO₇S
Molecular Weight:537.634
Hs Code.:

Synonyms:(4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one

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Chemical Property of (4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one

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Technology Process of (4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one

There total 3 articles about (4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)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: 87.0%

: 4083-64-1
Tosyl isocyanate

: 315718-82-2
(2S,3S)-2-benzyloxymethyl-3-[3-(4-methoxybenzyloxy)-propenyl]-oxirane

: 315718-88-8
(4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triisopropyl phosphite; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo0262053

Reference yield:

: {3-[3-(4-methoxy-benzyloxy)-propenyl]-oxiranyl}-methanol

: 315718-88-8
(4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: Ag₂O / toluene / 1.5 h / 50 °C

2: 87 percent / (dba)3Pd₂*CHCl₃; (i-PrO)3P / tetrahydrofuran / 1 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triisopropyl phosphite; silver(l) oxide; In tetrahydrofuran; toluene;
DOI:10.1021/jo0262053

Reference yield:

: 100-39-0
benzyl bromide

: 315718-88-8
(4S,5R)-5-benzyloxymethyl-4-[3-(4-methoxybenzyloxy)-1(E)-propenyl]-3-(toluene-4-sulfonyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: Ag₂O / toluene / 1.5 h / 50 °C

2: 87 percent / (dba)3Pd₂*CHCl₃; (i-PrO)3P / tetrahydrofuran / 1 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triisopropyl phosphite; silver(l) oxide; In tetrahydrofuran; toluene;
DOI:10.1021/jo0262053