[(1S,3E,5R)-3-[(2E)-2-[(1R,7aR)-7a-methyl-1-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-[tert-butyl(dimethyl)silyl]oxy-2-methylene-cyclohexoxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [(1S,3E,5R)-3-[(2E)-2-[(1R,7aR)-7a-methyl-1-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-[tert-butyl(dimethyl)silyl]oxy-2-methylene-cyclohexoxy]-tert-butyl-dimethyl-silane
• CAS No.: 184851-16-9
• Molecular Weight: 641.1695
• Mol file: 184851-16-9.mol

Synonyms:

Chemical Property of [(1S,3E,5R)-3-[(2E)-2-[(1R,7aR)-7a-methyl-1-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-[tert-butyl(dimethyl)silyl]oxy-2-methylene-cyclohexoxy]-tert-butyl-dimethyl-silane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 605.861°C at 760 mmHg
• Flash Point: 273.96°C
• Density: 0.934g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [(1S,3E,5R)-3-[(2E)-2-[(1R,7aR)-7a-methyl-1-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-[tert-butyl(dimethyl)silyl]oxy-2-methylene-cyclohexoxy]-tert-butyl-dimethyl-silane

There total 35 articles about [(1S,3E,5R)-3-[(2E)-2-[(1R,7aR)-7a-methyl-1-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-[tert-butyl(dimethyl)silyl]oxy-2-methylene-cyclohexoxy]-tert-butyl-dimethyl-silane 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: 50.0%

(2S,5S)-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}-5,6-dimethyl-4-(toluene-4-sulfonyl)-heptan-3-ol (125091-81-8) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((E)-(1R,4S)-1,4,5-trimethyl-hex-2-enyl)-octahydro-indene (125136-23-4,184851-16-9)

Guidance literature:

With sodium amalgam; In tetrahydrofuran; methanol;

DOI:10.1039/c39890001113

Reference yield: 35.0%

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) + tert-butyldimethylsilyl chloride (18162-48-6) → 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene (115540-28-8,125136-23-4,111594-58-2,184851-16-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0040-4039(00)95364-4

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + 1(S),3(R)-3-(tert-butyldimethylsilyl)-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene-1-ol (112670-78-7,115540-27-7,132152-22-8) → 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene (115540-28-8,125136-23-4,111594-58-2,184851-16-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 6h; Yield given; Ambient temperature;

DOI:10.1021/jo00058a034

upstream raw materials:

Calciferol

(S)-3-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol

tert-butyldimethylsilyl chloride

SO2-adduct of 3(S)-<(tert-butyldimethylsilyl)oxy>-9,10-secoergosta-5,7(E),10(19),22(E)-tetraene

Downstream raw materials:

(6S)- and (6R)-SO₂ adducts of 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-9,10-secoergosta-5(E),7(E),10⁽¹⁹⁾,22(E)-tetraene

C₃₄H₆₀O₅SSi₂

(1β,3β-5Ζ,7Ε)-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol

(1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(E),7(E),10(19)-trien-25-ol