[3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol

Base Information

• Chemical Name: [3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol
• CAS No.: 227961-42-4
• Molecular Formula: C₂₁H₄₂O₃Si₂
• Molecular Weight: 398.734
• Mol file: 227961-42-4.mol

Synonyms:[3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol

Chemical Property of [3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol

There total 23 articles about [3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol 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: 94.5%

<3S-(1E,3α,5β)>-<3,5-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methylenecyclohexylidene>acetic acid ethyl ester (81506-23-2) → [3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol (227961-42-4)

Guidance literature:

With diisobutylaluminium hydride; In hexane; at -70 ℃; for 0.5h;

DOI:10.1021/jo0161577

Reference yield: 80.0%

(2Z,5S,7S)-5,7-bis[(1,1-dimethylethyl)dimethylsilyloxy]-3-trifluoro-methanesulfonyloxy-2,8-nonadienol (342645-98-1) → [3S-(1Z,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol (81506-24-3) + [3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol (227961-42-4)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ja003976k

Reference yield:

[3S-(1E,3β,5α)]-2-[3,5-bis-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol acetate (318248-17-8) → [3S-(1E,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol (227961-42-4)

Guidance literature:

With sodium hydroxide; In methanol;

upstream raw materials:

(2Z,5S,7S)-5,7-bis[(1,1-dimethylethyl)dimethylsilyloxy]-3-trifluoro-methanesulfonyloxy-2,8-nonadienol

<3S-(1E,3α,5β)>-<3,5-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methylenecyclohexylidene>acetic acid ethyl ester

(S)-p-mentha-6,8-dien-2-one

tert-butyldimethylsilyl chloride

Downstream raw materials:

(1S),3(R)-9,10-secocholesta-5(E),7(E),10⁽¹⁹⁾-triene-1,3,25-triol

<3S-(1Z,3α,5β)>-2-<3,5-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methylenecyclohexylidene>-1-chloroethane

[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

[3S-(1Z,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol