(R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol

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Chemical Name:(R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol
CAS No.:181116-96-1
Molecular Formula:C₃₉H₇₄O₃Si₂
Molecular Weight:647.186
Hs Code.:

Synonyms:(R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol

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Chemical Property of (R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol

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Technology Process of (R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol

There total 9 articles about (R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-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: 89.0%

: 925-90-6
ethylmagnesium bromide

: 181116-84-7
(R)-6-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-5-methyl-hept-6-enoic acid methyl ester

: 181116-96-1
(R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol

Guidance literature:: In tetrahydrofuran; for 48h; Ambient temperature;
DOI:10.1016/0960-894X(96)00301-0

Reference yield:

: 1193-18-6
3-methylcyclohexen-2-one

: 181116-96-1
(R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol

Guidance literature:: Multi-step reaction with 8 steps

2: TBAF / tetrahydrofuran / 2 h / Ambient temperature

3: PPh₃, imidazole, I₂ / tetrahydrofuran / 1 h

4: NaBH₄ / CH₂Cl₂; methanol / 5 h / -78 - -30 °C

5: CuI, Zn / ethanol; H₂O / -10 °C

6: PDC / CH₂Cl₂ / 24 h

7: 65 percent / n-BuLi / tetrahydrofuran / 4 h / -78 - -20 °C

8: 89 percent / tetrahydrofuran / 48 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; copper(l) iodide; dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1016/0960-894X(96)00301-0

Reference yield:

: (S)-3-((S)-3-Iodo-2-methyl-1-methylene-propyl)-3-methyl-cyclohexanol

: 181116-96-1
(R)-8-{(S)-3-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-3-ethyl-7-methyl-non-8-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: CuI, Zn / ethanol; H₂O / -10 °C

2: PDC / CH₂Cl₂ / 24 h

3: 65 percent / n-BuLi / tetrahydrofuran / 4 h / -78 - -20 °C

4: 89 percent / tetrahydrofuran / 48 h / Ambient temperature

With copper(l) iodide; dipyridinium dichromate; n-butyllithium; zinc; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/0960-894X(96)00301-0