1H-Indene-1-ethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]octahydro-β,7a-dimethyl-, (βS,1R,3aR,4S,7aR)-

Base Information

• Chemical Name: 1H-Indene-1-ethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]octahydro-β,7a-dimethyl-, (βS,1R,3aR,4S,7aR)-
• CAS No.: 100928-03-8
• Molecular Formula: C19H38O2Si
• Molecular Weight: 326.595
• Mol file: 100928-03-8.mol

Synonyms:1H-Indene-1-ethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]octahydro-β,7a-dimethyl-, [1R-[1α(S*),3aβ,4α,7aα]]-;

Chemical Property of 1H-Indene-1-ethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]octahydro-β,7a-dimethyl-, (βS,1R,3aR,4S,7aR)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indene-1-ethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]octahydro-β,7a-dimethyl-, (βS,1R,3aR,4S,7aR)-

There total 24 articles about 1H-Indene-1-ethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]octahydro-β,7a-dimethyl-, (βS,1R,3aR,4S,7aR)- 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%

de-A,B-8β,22-di-[(tert-butyldimethyl)silyloxy]-23,24-dinorcholane (189102-76-9) → (S)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahydro-1H-inden-1-yl)propan-1-ol (100928-03-8,215509-33-4)

Guidance literature:

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield: 96.0%

(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol (64190-52-9) + tert-butyldimethylsilyl chloride (18162-48-6) → (S)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahydro-1H-inden-1-yl)propan-1-ol (100928-03-8,215509-33-4)

Guidance literature:

(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 60 ℃; for 48h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol060231w

Reference yield: 95.0%

des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]chol-16-en-22-ol (502687-69-6) → (S)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahydro-1H-inden-1-yl)propan-1-ol (100928-03-8,215509-33-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 24h; under 760.051 Torr; diastereoselective reaction;

DOI:10.1021/acs.orglett.5b03138

upstream raw materials:

(24R,22E)-de-A,B-8β-<(tert-butyldimethylsilyl)oxy>ergost-22-ene

de-A,B-8β,22-di-[(tert-butyldimethyl)silyloxy]-23,24-dinorcholane

(S)-2-[(1R,3aR,4S,7aR)-octahydro-4-[(1,1-dimethylethyl)dimethylsilyloxy]-7a-methyl-1H-inden-1-yl]propanal

(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol

Downstream raw materials:

(1R,4S,7aR)-4-(tert-butyldimethylsilyloxy)octahydro-1-((R)-1-iodopropan-2-yl)-7a-methyl-1H-indene

(S)-2-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethylsilanyloxy)-7a-methyl-octahydro-inden-1-yl]-propan-1-ol

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