(R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol

Base Information

• Chemical Name: (R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol
• CAS No.: 181116-89-2
• Molecular Formula: C₃₈H₇₀O₃Si₂
• Molecular Weight: 631.143
• Mol file: 181116-89-2.mol

Synonyms:(R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol

Chemical Property of (R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol

There total 9 articles about (R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-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: 98.0%

methylmagnesium bromide (75-16-1) + (R)-6-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-5-methyl-hept-6-enoic acid methyl ester (181116-83-6) → (R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol (181116-89-2)

Guidance literature:

In tetrahydrofuran; for 48h; Ambient temperature;

DOI:10.1016/0960-894X(96)00301-0

Reference yield:

3-methylcyclohexen-2-one (1193-18-6) → (R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol (181116-89-2)

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

8: 98 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 → (R)-7-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-2,6-dimethyl-oct-7-en-2-ol (181116-89-2)

Guidance literature:

Multi-step reaction with 4 steps

1: CuI, Zn / ethanol; H₂O / -10 °C

2: PDC / CH₂Cl₂ / 24 h

3: 85 percent / n-BuLi / tetrahydrofuran / 4 h / -78 - -20 °C

4: 98 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

upstream raw materials:

methylmagnesium bromide

(R)-6-{(S)-3-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-methyl-cyclohexyl}-5-methyl-hept-6-enoic acid methyl ester

3-methylcyclohexen-2-one

(S)-3-((S)-3-Iodo-2-methyl-1-methylene-propyl)-3-methyl-cyclohexanone

Downstream raw materials:

CY 625