(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

Base Information

Chemical Name:(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol
CAS No.:754201-18-8
Molecular Formula:C₂₉H₃₆O₂SSi
Molecular Weight:476.755
Hs Code.:

Synonyms:(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

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Chemical Property of (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

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Technology Process of (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

There total 4 articles about (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-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: 86.0%

: 754201-17-7
(3R,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-chloro-hept-1-en-4-ol

: 108-98-5
thiophenol

: 754201-18-8
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

Guidance literature:: thiophenol; With potassium tert-butylate; In N,N-dimethyl-formamide; at 23 ℃; for 1h;

(3R,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-chloro-hept-1-en-4-ol; In N,N-dimethyl-formamide; at 0 - 23 ℃;
DOI:10.1002/chem.200500160

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 754201-18-8
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / imidazole / 2-methyl-propan-2-ol / 4 h / 23 °C

2.1: O₃ / CH₂Cl₂ / 0.08 h / -78 °C

2.2: 94 percent / PPh₃ / CH₂Cl₂ / 2 h / 23 °C

3.1: 68 percent / LiNc-Hex; IpcBOMe; BF₃*Et₂O / 4 h / -95 °C

4.1: t-BuOK / 1 h / 23 °C

4.2: 86 percent / dimethylformamide / 0 - 23 °C

With 1H-imidazole; Ipc₂B(OMe); LiNc-Hex; boron trifluoride diethyl etherate; potassium tert-butylate; ozone; In dichloromethane; tert-butyl alcohol; 3.1: Brown allylation;
DOI:10.1002/anie.200454108

Reference yield:

: 754201-28-0
(S)-tert-butyl (pent-4-en-2-yloxy)diphenylsilane

: 754201-18-8
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: O₃ / CH₂Cl₂ / 0.08 h / -78 °C

1.2: 94 percent / PPh₃ / CH₂Cl₂ / 2 h / 23 °C

2.1: 68 percent / LiNc-Hex; IpcBOMe; BF₃*Et₂O / 4 h / -95 °C

3.1: t-BuOK / 1 h / 23 °C

3.2: 86 percent / dimethylformamide / 0 - 23 °C

With Ipc₂B(OMe); LiNc-Hex; boron trifluoride diethyl etherate; potassium tert-butylate; ozone; In dichloromethane; 2.1: Brown allylation;
DOI:10.1002/anie.200454108