(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

Base Information

Chemical Name:(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane
CAS No.:1607010-84-3
Molecular Formula:C₄₃H₃₈O₆
Molecular Weight:650.771
Hs Code.:

Synonyms:(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

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Chemical Property of (S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

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Technology Process of (S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

There total 3 articles about (S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane 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: 46.0%

: 1607010-81-0
(2S,3R)-3-(3,5-dibenzyloxyphenoxy)-3-(3,5-dibenzyloxyphenyl)-propane-1,2-diol

: 1607010-84-3
(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

Guidance literature:: (2S,3R)-3-(3,5-dibenzyloxyphenoxy)-3-(3,5-dibenzyloxyphenyl)-propane-1,2-diol; With dmap; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 48h;

With potassium carbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2014.03.052

Reference yield:

: 3,5-dibenzyloxycinnamyl alcohol

: 1607010-84-3
(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethyl L-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 3 h / -20 °C / Molecular sieve

2.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C

2.2: 14 h / Reflux

3.1: triethylamine; dmap; p-toluenesulfonyl chloride / dichloromethane / 48 h / 20 °C

3.2: 2 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl L-tartrate; sodium hydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2014.03.052

Reference yield:

: 1607010-78-5
(2S,3S)-3-(3,5-bis(benzyloxy)-phenyl)-oxiran-2-yl methanol

: 1607010-84-3
(S)-2-(R)-(3,5-bis(benzyloxy)-phenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C

1.2: 14 h / Reflux

2.1: triethylamine; dmap; p-toluenesulfonyl chloride / dichloromethane / 48 h / 20 °C

2.2: 2 h / 20 °C

With dmap; sodium hydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2014.03.052