(2R,3R,4R)-2-(3-(benzyloxy)benzyl)-4-tert-butyldimethylsilyloxy-3-((3S)-3-tert-butyldimethylsilyloxyoctyl)cyclopentanone

Base Information

Chemical Name:(2R,3R,4R)-2-(3-(benzyloxy)benzyl)-4-tert-butyldimethylsilyloxy-3-((3S)-3-tert-butyldimethylsilyloxyoctyl)cyclopentanone
CAS No.:1425937-40-1
Molecular Formula:C₃₉H₆₄O₄Si₂
Molecular Weight:653.106
Hs Code.:

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

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Chemical Property of (2R,3R,4R)-2-(3-(benzyloxy)benzyl)-4-tert-butyldimethylsilyloxy-3-((3S)-3-tert-butyldimethylsilyloxyoctyl)cyclopentanone

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Technology Process of (2R,3R,4R)-2-(3-(benzyloxy)benzyl)-4-tert-butyldimethylsilyloxy-3-((3S)-3-tert-butyldimethylsilyloxyoctyl)cyclopentanone

There total 1 articles about (2R,3R,4R)-2-(3-(benzyloxy)benzyl)-4-tert-butyldimethylsilyloxy-3-((3S)-3-tert-butyldimethylsilyloxyoctyl)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: 85.0%

: 1425937-58-1
(R)-1-(3-(benzyloxy)benzyl)-5-oxo-3-(tert-butyldimethylsilyloxy)cyclopentene

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

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

Guidance literature:: (S)-tert-butyl(1-iodooctan-3-yloxy)dimethylsilane; With methyllithium; tert.-butyl lithium; copper(l) cyanide; In diethyl ether; pentane; at -70 ℃; for 0.5h;

(R)-1-(3-(benzyloxy)benzyl)-5-oxo-3-(tert-butyldimethylsilyloxy)cyclopentene; In diethyl ether; pentane; at -70 ℃; for 0.5h;

Reference yield: 78.0%

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

: 74-95-3
1,1-dibromomethane

: 1425937-42-3
((3S)-1-((1R,2R,5R)-2-(3-(benzyloxy)benzyl)-(3S)-3-methylene-5-(tert-butyldimethylsilyloxy)cyclopentyl)octan-3-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: With titanium tetrachloride; zinc; In tetrahydrofuran; dichloromethane; at 25 ℃; for 1.5h; Cooling with ice;

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;