((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

Base Information

Chemical Name:((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate
CAS No.:1425937-48-9
Molecular Formula:C₄₇H₇₄O₆SSi₂
Molecular Weight:823.338
Hs Code.:

((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

Synonyms:((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

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Chemical Property of ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

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Technology Process of ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

There total 5 articles about ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate 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: 54.0%

: 1425937-45-6
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl)methanol

: 98-59-9
p-toluenesulfonyl chloride

: 1425937-48-9
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

: 1425937-40-1
(2R,3R,4R)-2-(3-(benzyloxy)benzyl)-4-tert-butyldimethylsilyloxy-3-((3S)-3-tert-butyldimethylsilyloxyoctyl)cyclopentanone

: 1425937-48-9
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc; titanium tetrachloride / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C

3.1: triethylamine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; titanium tetrachloride; triethylamine; 9-bora-bicyclo[3.3.1]nonane; zinc; In tetrahydrofuran; dichloromethane;

Reference yield:

: (S)-tert-butyl(1-iodooctan-3-yloxy)dimethylsilane

: 1425937-48-9
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S)-3-(tert-butyldimethylsilyloxy)octyl)cyclopentyl) methyl 4-methyl benzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert.-butyl lithium; copper(l) cyanide; methyllithium / diethyl ether; pentane / 0.5 h / -70 °C

1.2: 0.5 h / -70 °C

2.1: zinc; titanium tetrachloride / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere

3.2: 1 h / 20 °C

4.1: triethylamine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; methyllithium; tert.-butyl lithium; copper(l) cyanide; titanium tetrachloride; triethylamine; 9-bora-bicyclo[3.3.1]nonane; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;