{4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid

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Chemical Name:{4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid
CAS No.:333968-42-6
Molecular Formula:C₃₉H₇₄O₆SSi₃
Molecular Weight:755.335
Hs Code.:

Synonyms:{4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid

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Chemical Property of {4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid

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Technology Process of {4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid

There total 11 articles about {4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid 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:

: (2R,3R,4R)-2-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-butyl]-cyclopentanol

: 333968-42-6
{4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 2.43 g / imidazole / dimethylformamide / 36 h / 20 °C

2: 89 percent / H₂ / Pd/C / ethyl acetate / 48 h / 20 °C

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 146 g / dimethylsulfoxide; various solvent(s) / 2.5 h

With 1H-imidazole; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol015613a

Reference yield:

: 150686-70-7
(R)-4-((tert-butyldimethylsilyl)oxy)-2-iodocyclopent-2-en-1-one

: 333968-42-6
{4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

1.2: 70 percent / K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.5 h / 20 °C

2.1: tert-BuLi; (2-thienyl)Cu(CN)Li / pentane; diethyl ether; tetrahydrofuran / -78 - -40 °C

2.2: 83 percent / diethyl ether; tetrahydrofuran; pentane / -78 - -20 °C

3.1: L-Selectride / tetrahydrofuran / 4 h / -78 °C

4.1: 2.43 g / imidazole / dimethylformamide / 36 h / 20 °C

5.1: 89 percent / H₂ / Pd/C / ethyl acetate / 48 h / 20 °C

6.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

7.1: 146 g / dimethylsulfoxide; various solvent(s) / 2.5 h

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; tert.-butyl lithium; L-Selectride; thien-2-yl(cyano)copper lithium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ol015613a

Reference yield:

: 333968-38-0
(R)-4-Bromo-1-phenoxy-butan-2-ol

: 333968-42-6
{4-[3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl]-butylthio}acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: imidazole / dimethylformamide / 48 h / 20 °C

2.1: 3.21 g / NaI / acetone / Heating

3.1: tert-BuLi; (2-thienyl)Cu(CN)Li / pentane; diethyl ether; tetrahydrofuran / -78 - -40 °C

3.2: 83 percent / diethyl ether; tetrahydrofuran; pentane / -78 - -20 °C

4.1: L-Selectride / tetrahydrofuran / 4 h / -78 °C

5.1: 2.43 g / imidazole / dimethylformamide / 36 h / 20 °C

6.1: 89 percent / H₂ / Pd/C / ethyl acetate / 48 h / 20 °C

7.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

8.1: 146 g / dimethylsulfoxide; various solvent(s) / 2.5 h

With 1H-imidazole; hydrogen; tert.-butyl lithium; L-Selectride; thien-2-yl(cyano)copper lithium; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; pentane;
DOI:10.1021/ol015613a