((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

Base Information

Chemical Name:((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate
CAS No.:1425937-46-7
Molecular Formula:C₄₁H₆₈O₆SSi₂
Molecular Weight:745.224
Hs Code.:

((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

Synonyms:((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

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Chemical Property of ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

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Technology Process of ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

There total 9 articles about ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate 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: 81.0%

: 1425937-44-5
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

: 124-63-0
methanesulfonyl chloride

: 1425937-46-7
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

Reference yield:

: 1425937-59-2
(3R)-1-[3-(benzyloxy)benzyl]-5-oxo-3-(triethylsilyloxy)cyclopent-1-ene

: 1425937-46-7
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium; copper(l) cyanide; methyllithium / diethyl ether; hexane; tetrahydrofuran / 0.5 h / -70 °C

1.2: 0.5 h / -70 °C

2.1: toluene-4-sulfonic acid / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice

2.2: 1 h / 20 °C

3.1: 1H-imidazole / ethyl acetate / 20 °C

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere

4.2: 1.75 h / 0 - 20 °C

5.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; methyllithium; copper(l) cyanide; toluene-4-sulfonic acid; triethylamine; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate;

Reference yield:

: 183073-00-9
(1S,2E)-1-pentyl-3-(1,1,1-tributylstannyl)-2-propenyl (1,1,1-triethylsilyl) ether

: 1425937-46-7
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium; copper(l) cyanide; methyllithium / diethyl ether; hexane; tetrahydrofuran / 0.5 h / -70 °C

1.2: 0.5 h / -70 °C

2.1: toluene-4-sulfonic acid / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice

2.2: 1 h / 20 °C

3.1: 1H-imidazole / ethyl acetate / 20 °C

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere

4.2: 1.75 h / 0 - 20 °C

5.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; methyllithium; copper(l) cyanide; toluene-4-sulfonic acid; triethylamine; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate;