(4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane

Base Information

Chemical Name:(4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane
CAS No.:391235-75-9
Molecular Formula:C₃₅H₅₆O₇SSi₂
Molecular Weight:677.062
Hs Code.:

Synonyms:(4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane

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Chemical Property of (4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane

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Technology Process of (4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane

There total 5 articles about (4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane 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: 91.0%

: CHOCHSO₂C₆H₄CH₃CH₂OCH₂C₆H₅

: 391235-70-4
(4S,5R)-2,2-di-tert-butyl-5-triethylsiloxy-1,3-dioxa-2-silacyclohexane-4-methyl trifluoromethanesulfonate

: 391235-75-9
(4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -100 ℃; for 0.666667h;
DOI:10.1021/jo0107103

Reference yield: 91.0%

: 391235-70-4
(4S,5R)-2,2-di-tert-butyl-5-triethylsiloxy-1,3-dioxa-2-silacyclohexane-4-methyl trifluoromethanesulfonate

: 2-benzyloxymethyl-3-(toluene-4-sulfonyl)-oxirane

: 391235-75-9
(4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(02)00038-8

Reference yield:

: 391235-59-9
(4S,5R)-2,2-di-tert-butyl-5-hydroxy-1,3-dioxa-2-silacyclohexane-4-methanol

: 391235-75-9
(4S,5R)-4-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-2,2-di-tert-butyl-5-triethylsilanyloxy-[1,3,2]dioxasilinane

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2: 2.59 g / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

3: 91 percent / HMPA; n-BuLi / tetrahydrofuran; hexane / 0.67 h / -100 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(02)00038-8