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

Base Information

• Chemical Name: (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((E)-1,5-dimethyl-5-triethylsilanyloxy-hex-1-enyl)-7a-methyl-octahydro-indene
• CAS No.: 167948-89-2
• Molecular Formula: C₄₅H₈₄O₃Si₃
• Molecular Weight: 757.417
• Mol file: 167948-89-2.mol

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

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

There total 4 articles about (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((E)-1,5-dimethyl-5-triethylsilanyloxy-hex-1-enyl)-7a-methyl-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: 32.0%

Toluene-4-sulfonic acid (S)-1-((S)-1-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-ethyl)-4-methyl-4-triethylsilanyloxy-pentyl ester (161793-08-4) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((E)-1,5-dimethyl-5-triethylsilanyloxy-hex-1-enyl)-7a-methyl-octahydro-indene (167948-89-2) + (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((1S,2R)-2-iodo-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene (161793-10-8) + (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((1S,2S)-2-iodo-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene (161793-09-5)

Guidance literature:

With mercury; calcium carbonate; sodium iodide; In acetone; butanone; at 45 ℃; for 80h;

DOI:10.1016/S0968-0896(99)00249-7

Reference yield:

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrien-24-al (112924-91-1) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((E)-1,5-dimethyl-5-triethylsilanyloxy-hex-1-enyl)-7a-methyl-octahydro-indene (167948-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Mg; iodine / diethyl ether / 20 - 40 °C

1.2: 72 percent / diethyl ether; tetrahydrofuran / 0 - 20 °C

2.1: pyridine / 64 h / 4 °C

3.1: 32 percent / calcium carbonate; sodium iodide; mercury / acetone; butan-2-one / 80 h / 45 °C

With pyridine; iodine; magnesium; mercury; calcium carbonate; sodium iodide; In diethyl ether; acetone; butanone; 1.1: Grignard reaction / 1.2: Grignard reaction / 2.1: Tosylation / 3.1: Substitution;

DOI:10.1016/S0968-0896(99)00249-7

Reference yield:

(3-bromo-1,1-dimethylpropoxy)triethylsilane (87417-12-7) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((E)-1,5-dimethyl-5-triethylsilanyloxy-hex-1-enyl)-7a-methyl-octahydro-indene (167948-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Mg; iodine / diethyl ether / 20 - 40 °C

1.2: 72 percent / diethyl ether; tetrahydrofuran / 0 - 20 °C

2.1: pyridine / 64 h / 4 °C

3.1: 32 percent / calcium carbonate; sodium iodide; mercury / acetone; butan-2-one / 80 h / 45 °C

With pyridine; iodine; magnesium; mercury; calcium carbonate; sodium iodide; In diethyl ether; acetone; butanone; 1.1: Grignard reaction / 1.2: Grignard reaction / 2.1: Tosylation / 3.1: Substitution;

DOI:10.1016/S0968-0896(99)00249-7

upstream raw materials:

Toluene-4-sulfonic acid (S)-1-((S)-1-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-ethyl)-4-methyl-4-triethylsilanyloxy-pentyl ester

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrien-24-al

(3-bromo-1,1-dimethylpropoxy)triethylsilane

(2S,3S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-methyl-6-triethylsilanyloxy-heptan-3-ol