(E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

Base Information

Chemical Name:(E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol
CAS No.:213747-12-7
Molecular Formula:C₂₈H₃₃ClO₃SSi
Molecular Weight:513.173
Hs Code.:

Synonyms:(E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

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Chemical Property of (E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

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Technology Process of (E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

There total 1 articles about (E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol 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: 36.0%

: 31350-91-1
(R)-chloromethyl p-tolyl sulfoxide

: 131380-48-8
(E)-4-(t-butyldiphenylsilyl)oxy-2-butenal

: 213747-12-7
(E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

: (E)-(1R,2R)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/jo980320p

Reference yield: 90.0%

: 213747-12-7
(E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

: (1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pentan-2-ol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 2h;
DOI:10.1021/jo980320p

Reference yield:

: 213747-12-7
(E)-(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-chloro-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-ol

: tert-Butyl-diphenyl-{3-[(2S,3R)-3-((R)-toluene-4-sulfinyl)-oxiranyl]-propoxy}-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / H₂ / 5percent Pd-C / ethyl acetate / 2 h

2: t-BuOK / 2-methyl-propan-2-ol; CH₂Cl₂ / 0.5 h / Ambient temperature

With potassium tert-butylate; hydrogen; palladium on activated charcoal; In dichloromethane; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo980320p