(R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol

Base Information

Chemical Name:(R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol
CAS No.:270258-34-9
Molecular Formula:C₃₅H₄₆O₄SSi
Molecular Weight:590.899
Hs Code.:

Synonyms:(R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol

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Chemical Property of (R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol

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Technology Process of (R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol

There total 13 articles about (R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-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: 85.0%

: 270258-33-8
(R,2E,6E)-1-(tert-butyldimethylsilyloxy)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-diene

: 270258-34-9
(R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol

Guidance literature:: With water; acetic acid; In tetrahydrofuran;
DOI:10.1039/a907910f

Reference yield:

: 270258-30-5
(R,E)-6-(tert-butyldiphenylsilyloxy)-3,4-dimethyl-2-hexen-1-ol

: 270258-34-9
(R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: CCl₄; PPh₃ / 6 h / Heating

2.1: dimethylformamide / 15 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.5 h / -50 °C

3.2: 88 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 18 h / 4 °C

4.1: 85 percent / AcOH / tetrahydrofuran; H₂O / 24 h / 20 °C

With tetrachloromethane; n-butyllithium; acetic acid; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; water; N,N-dimethyl-formamide; 1.1: Chlorination / 2.1: Substitution / 3.1: Metallation / 3.2: Alkylation / 4.1: Hydrolysis;
DOI:10.1002/(sici)1099-0690(200003)2000:6<955::aid-ejoc955>3.0.co;2-y

Reference yield:

: 126616-47-5
(R)-(-)-4-tert-butyldiphenylsilyloxy-1-methylbutanal

: 270258-34-9
(R,2E,6E)-10-(tert-butyldiphenylsilyloxy)-3,7,8-trimethyl-5-phenylsulfonyldeca-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: PPh₃ / CH₂Cl₂

2.1: 98 percent / BuLi / diethyl ether

3.1: Cp₂ZrCl₂; water / CH₂Cl₂

4.1: BuLi / hexane

4.2: tetrahydrofuran

5.1: CCl₄; PPh₃

6.1: dimethylformamide

7.1: BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

7.2: 78 percent / tetrahydrofuran; hexamethylphosphoric acid triamide

8.1: 85 percent / AcOH; H₂O / tetrahydrofuran

With tetrachloromethane; n-butyllithium; zirconocene dichloride; water; acetic acid; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Addition / 2.1: Dehydrochlorination / 3.1: Addition / 4.1: Metallation / 4.2: Condensation / 5.1: Substitution / 6.1: Substitution / 7.1: Metallation / 7.2: Substitution / 8.1: Hydrolysis;
DOI:10.1039/a907910f