tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

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Chemical Name:tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane
CAS No.:873438-17-6
Molecular Formula:C₃₀H₃₄O₅SSi
Molecular Weight:534.748
Hs Code.:

Synonyms:tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

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Chemical Property of tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

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Technology Process of tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

There total 1 articles about tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane 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: 84.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 219776-34-8
(2R,3R,4R,5S)-3,4-epoxy-2-(p-tolylsulfonyl)-5-vinyl-tetrahydrofuran-2-methanol

: 873438-17-6
tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo051459k

Reference yield: 61.0%

: 873438-17-6
tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

: 219776-38-2
(+)-(2S,4S,5S)-2-(tert-butyldiphenylsilyloxymethyl)-5-vinyltetrahydrofuran-4-ol

: (-)-(2S,4R,5S)-2-(tert-butyldiphenylsilyloxymethyl)-5-vinyltetrahydrofuran-4-ol

Guidance literature:: With sodium tetrahydroborate; diphenyl diselenide; In ethanol; at 0 - 20 ℃; for 28h;
DOI:10.1021/jo051459k

Reference yield:

: 873438-17-6
tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

: (+)-(2S,4S,5S)-2-(tert-butyldiphenylsilyloxymethyl)-5-(1-carbomethoxy-1(Z)-propen-3-yl)tetrahydrofuran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / NaBH₄; diphenyl diselenide / ethanol / 28 h / 0 - 20 °C

2: 69 percent / O₂; PdCl₂; CuCl / H₂O; dimethylformamide / 23 h / 20 °C

3: CH₂Cl₂ / 15 h / 20 °C

With sodium tetrahydroborate; diphenyl diselenide; oxygen; copper(l) chloride; palladium dichloride; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; 2: Wacker oxidation / 3: Wittig reaction;
DOI:10.1021/jo051459k