4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone

Base Information

• Chemical Name: 4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone
• CAS No.: 83009-78-3
• Molecular Formula: C₃₈H₇₆O₄SSi₃
• Molecular Weight: 713.342

Synonyms:

Chemical Property of 4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone

There total 6 articles about 4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone 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:

6-mercapto-1-hexanol (1633-78-9) → 4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone (83009-78-3,83058-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 36 percent / triethylamine / methanol

2: imidazole / dimethylformamide / 2 h

3: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

With 1H-imidazole; tert.-butyl lithium; copper(I) thiophenolate; triethylamine; Hexamethylphosphorous triamide; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.2359

Reference yield:

dl-4-tert-butyldimethylsilyloxy-2-(6-hydroxyhexylthio)-2-cyclopentenone (83009-44-3) → 4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone (83009-78-3,83058-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 2 h

2: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

With 1H-imidazole; tert.-butyl lithium; copper(I) thiophenolate; Hexamethylphosphorous triamide; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.2359

Reference yield:

(R)-4-(tert-Butyldimethylsilanyloxy)-6-oxabicyclo[3.1.0]hexan-2-one (64079-55-6) → 4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-(tert-butyl-dimethyl-silanyloxy)-hexylsulfanyl]-cyclopentanone (83009-78-3,83058-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 36 percent / triethylamine / methanol

2: imidazole / dimethylformamide / 2 h

3: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

With 1H-imidazole; tert.-butyl lithium; copper(I) thiophenolate; triethylamine; Hexamethylphosphorous triamide; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.2359

upstream raw materials:

2-(6-t-butyldimethylsilyloxyhexylthio)-4-t-butyldimethylsilyloxy-2-cyclopentenone

(1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene

6-mercapto-1-hexanol

3-cyclohexyl-3RS-hydroxy-1-iodoprop-1E-ene

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