(1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene

Base Information

• Chemical Name: (1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene
• CAS No.: 502694-31-7
• Molecular Formula: C₃₉H₆₈O₂Si₂
• Molecular Weight: 625.139
• Mol file: 502694-31-7.mol

Synonyms:(1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene

Chemical Property of (1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene

There total 1 articles about (1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene 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: 76.0%

Allylchlorodimethylsilane (4028-23-3) + 1(S),3(R)-3-(tert-butyldimethylsilyl)-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene-1-ol (115540-27-7,132152-22-8,112670-78-7) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene (502694-31-7)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 15h;

DOI:10.1021/ol027406w

Reference yield:

(1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene (502694-31-7) → (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS,7aR)-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-2-[2-trimethylsilanyl-eth-(Z)-ylidene]-cyclohexanol

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / ruthenium carbene / CH₂Cl₂ / 3 h / Heating

2: 78 percent / toluene; diethyl ether / 2 h / -30 °C

With ruthenium carbene; In diethyl ether; dichloromethane; toluene;

DOI:10.1021/ol027406w

Reference yield:

(1R,3aS,7aR)-4-[2-[(3S,5R)-3-(Allyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene (502694-31-7) → (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(dimethyl-phenyl-silanyl)-eth-(Z)-ylidene]-3-[2-[(1R,3aS,7aR)-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-cyclohexanol

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / ruthenium carbene / CH₂Cl₂ / 3 h / Heating

2: 63 percent / toluene; cyclohexane / 2 h / -30 °C

With ruthenium carbene; In dichloromethane; cyclohexane; toluene;

DOI:10.1021/ol027406w

upstream raw materials:

Allylchlorodimethylsilane

1(S),3(R)-3-(tert-butyldimethylsilyl)-9,10-secoergosta-5(E),7(E),10⁽¹⁹⁾,22(E)-tetraene-1-ol

Downstream raw materials:

(S)-5-[2-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-4-vinyl-cyclohex-3-enol