(3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

Base Information

Chemical Name:(3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one
CAS No.:163226-84-4
Molecular Formula:C₄₇H₆₆O₇SSi₂
Molecular Weight:831.274
Hs Code.:

(3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

Synonyms:(3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

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Chemical Property of (3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

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Technology Process of (3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

There total 1 articles about (3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one 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: 87.0%

: 4551-15-9
phenylthiotrimethylsilane

: 163226-82-2
(2R,3R,5R,6R)-2,6-Dibenzyloxy-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal

: 163226-84-4
(3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

Guidance literature:: With chloro-trimethyl-silane; silver perchlorate; In toluene; at -78 ℃;
DOI:10.1246/cl.1995.181

Reference yield: 78.0%

: 163226-85-5
(3R,4R,6R,7R)-3,7-Dibenzyloxy-4-(tert-butyldimethylsiloxy)-8,8-diethylthio-6-(p-methoxybenzyloxy)-5,5-dimethyl-2-(trimethylsiloxy)octene

: 163226-84-4
(3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

: 1-[(1R,3R,4R)-4-Benzyloxy-1-((R)-1-benzyloxy-2-phenylsulfanyl-2-trimethylsilanyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-5-trimethylsilanyloxy-hex-5-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1246/cl.1995.181

Reference yield:

: 163226-84-4
(3R,4R,6R,7R)-3,7-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

: 163226-90-2
(2R,3R,5R,6S,7R)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-7-hydroxy-5-(p-methoxybenzyloxy)-4,4-dimethylcyclooctanone

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hexamethyldisilazide (LHMDS) / 0 °C

2: 76 percent / CuCl₂; tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / -78 °C

3: 62 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / -45 °C

With tetrabutyl ammonium fluoride; copper dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1: silylation / 2: deacetalation / 3: Cyclization;
DOI:10.1246/cl.2000.932