(4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one

Base Information

Chemical Name:(4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one
CAS No.:1312549-85-1
Molecular Formula:C₂₈H₃₅NO₅
Molecular Weight:465.59
Hs Code.:

Synonyms:(4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one

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Chemical Property of (4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one

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Technology Process of (4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one

There total 1 articles about (4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-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: 87.0%

: 629-05-0
n-octyne

: 1240893-16-6
(4S,5S)-4-(benzyloxymethyl)-3-(4-methoxybenzyl)-2-oxooxazolidine-5-carbaldehyde

: 1312549-85-1
(4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one

Guidance literature:: n-octyne; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃;

With cerium(III) chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(4S,5S)-4-(benzyloxymethyl)-3-(4-methoxybenzyl)-2-oxooxazolidine-5-carbaldehyde; diastereoselective reaction; Further stages;
DOI:10.1016/j.tet.2011.04.027

Reference yield: 82.0%

: 1312549-85-1
(4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one

: 124-63-0
methanesulfonyl chloride

: C₂₉H₃₇NO₇S

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.04.027

Reference yield:

: 1312549-85-1
(4S,5S)-4-(benzyloxymethyl)-5-((R)-1-hydroxynon-2-ynyl)-3-(4-methoxybenzyl) oxazolidin-2-one

: 1312549-86-2
(3aS,6S,6aS)-3-(4-methoxybenzyl)-6-(oct-1-ynyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: triethylamine; benzylamine / dimethyl sulfoxide / 4 h / 80 °C

With triethylamine; benzylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tet.2011.04.027