(S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol

Base Information

• Chemical Name: (S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol
• CAS No.: 119879-75-3
• Molecular Formula: C₂₅H₃₀O₂SSi
• Molecular Weight: 422.663
• Mol file: 119879-75-3.mol

Synonyms:(S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol

Chemical Property of (S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol

There total 3 articles about (S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-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:

(S)-(2,3-dihydroxypropyl) phenyl sulfide (97798-48-6) + tert-butylchlorodiphenylsilane (58479-61-1) → (S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol (119879-75-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2017.03.089

Reference yield:

tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane (106731-74-2,119944-29-5,107033-46-5) + thiophenol (108-98-5) → (S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol (119879-75-3) + (R)-1-[(tert-butyldiphenylsilyl)oxy]-3-(phenylthio)propan-2-ol (119879-83-3) + (R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-phenylsulfanyl-propan-1-ol (119879-86-6)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; at 4 ℃; for 18h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00190a059

Reference yield:

(R)-(tert-butyldiphenylsilyloxy)methyloxirane (107033-46-5) + thiophenol (108-98-5) → (S)-1-((tert-butyldiphenylsilyl)oxy)-3-(phenylthio)propan-2-ol (119879-75-3) + (R)-1-[(tert-butyldiphenylsilyl)oxy]-3-(phenylthio)propan-2-ol (119879-83-3) + (S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-phenylsulfanyl-propan-1-ol (119879-78-6)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; at 4 ℃; for 18h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00190a059

upstream raw materials:

tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane

thiophenol

(R)-(tert-butyldiphenylsilyloxy)methyloxirane

(S)-(2,3-dihydroxypropyl) phenyl sulfide