(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

Base Information

Chemical Name:(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol
CAS No.:790699-70-6
Molecular Formula:C₃₅H₄₈O₃Si
Molecular Weight:544.85
Hs Code.:

Synonyms:(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

Suppliers and Price of (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

There total 12 articles about (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-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: 62.0%

: 790699-65-9
(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-one

: 790699-70-6
(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2004.08.099

Reference yield:

: 100-39-0
benzyl bromide

: 790699-70-6
(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 92 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 1.5 h / 0 °C

2.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 0 °C

4.1: CH₂Cl₂ / 3 h / 0 - 20 °C

5.1: 62 percent / LiCl; NaBH₄ / ethanol; tetrahydrofuran / 72 h / 20 °C

6.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 0 °C

7.1: n-BuLi / tetrahydrofuran; CH₂Cl₂ / 0.5 h / -78 - 0 °C

7.2: tetrahydrofuran / 1 h / -78 - 0 °C

8.1: 62 percent / NaBH₄ / methanol / 2 h / 0 - 20 °C

With sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; lithium chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 6.1: Swern oxidation / 7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2004.08.099

Reference yield:

: 127047-71-6
3-(tert-butyldiphenylsilyloxy)propan-1-ol

: 790699-70-6
(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂

1.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol

1.3: 82 percent / diethyl ether

2.1: 62 percent / BuLi / tetrahydrofuran

3.1: n-BuLi / tetrahydrofuran; CH₂Cl₂ / 0.5 h / -78 - 0 °C

3.2: tetrahydrofuran / 1 h / -78 - 0 °C

4.1: 62 percent / NaBH₄ / methanol / 2 h / 0 - 20 °C

With sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2004.08.099