(+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane

Base Information

Chemical Name:(+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane
CAS No.:1333041-89-6
Molecular Formula:C₃₅H₄₈O₃Si
Molecular Weight:544.85
Hs Code.:

Synonyms:(+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane

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Chemical Property of (+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane

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Technology Process of (+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane

There total 2 articles about (+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane 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: 90.0%

: 2,2,2-benzyltrichloroacetimidate

: 1333041-87-4
(+)-(R)-2-((2S,5S,6S)-6-((S)-1-(tert-butyldiphenylsilyloxy)-propan-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)propan-1-ol

: 1333041-89-6
(+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; at 0 ℃;
DOI:10.1021/jo2013884

Reference yield:

: (+)-(S)-methyl 2-((2S,5S,6S)-6-((S)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)propanoate

: 1333041-89-6
(+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / hexanes; dichloromethane / 1 h / -40 °C / Inert atmosphere

1.2: -40 °C

2.1: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 0 °C

With trifluorormethanesulfonic acid; diisobutylaluminium hydride; In hexanes; dichloromethane; cyclohexane;
DOI:10.1021/jo2013884

Reference yield: 91.0%

: 1333041-89-6
(+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane

: 1333041-91-0
(+)-(S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propan-1-ol

Guidance literature:: (+)-((S)-2-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)propoxy)(tert-butyl)diphenylsilane; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; Saturated solution;
DOI:10.1021/jo2013884