tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane

Base Information

Chemical Name:tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane
CAS No.:1378532-02-5
Molecular Formula:C₄₆H₅₆O₅Si₂
Molecular Weight:745.119
Hs Code.:

Synonyms:tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane

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Chemical Property of tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane

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Technology Process of tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane

There total 6 articles about tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane 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: 95.0%

: 1378532-01-4
(2S,3S)-5-((tert-butyldiphenylsilyl)oxy)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1-((4-methoxybenzyl)oxy)-3-(methylthio)pentan-2-ol

: 1378532-02-5
tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane

Guidance literature:: (2S,3S)-5-((tert-butyldiphenylsilyl)oxy)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1-((4-methoxybenzyl)oxy)-3-(methylthio)pentan-2-ol; With sodium hydrogencarbonate; methyl trifluoromethanesulfonate; In diethyl ether; at 20 ℃; for 16h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201200520

Reference yield:

: C₄₈H₆₃O₅SSi₂⁽¹⁺⁾*CF₃O₃S^(1-)

: 1378532-02-5
tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 1378532-02-5
tert-butyl(((2R,3S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-3-(((4-methoxybenzyl)oxy)methyl)oxiran-2-yl)methoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: silver(I) hexafluorophosphate; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 24 h / -20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

3.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

4.1: sodium hydrogencarbonate; methyl trifluoromethanesulfonate / diethyl ether / 16 h / 20 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

With 1H-imidazole; lithium aluminium tetrahydride; silver(I) hexafluorophosphate; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene; 1.1: asymmetric aldol reaction;
DOI:10.1002/anie.201200520