(2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol

Base Information

Chemical Name:(2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol
CAS No.:676254-73-2
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:(2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol

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Chemical Property of (2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol

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Technology Process of (2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol

There total 4 articles about (2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol 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: 100.0%

: 676254-72-1
(2S,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-one

: 676254-73-2
(2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol

Guidance literature:: With ((1R,2R)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)ruthenium chloride(I) (4-cymene); p-cymene catalyst; In isopropyl alcohol;
DOI:10.1016/j.tetlet.2003.12.067

Reference yield:

: 104701-87-3
(2S)-3-(tert-butyl-dimethyl-silyloxy)-2-methyl-propanal

: 676254-73-2
(2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / Ph₃P; Et₂Zn / Pd(OAc)2

2: 92 percent / BuLi

3: 100 percent / Noyori (R,R)-ruthenium/p-cymene catalyst / propan-2-ol

With n-butyllithium; ((1R,2R)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)ruthenium chloride(I) (4-cymene); p-cymene catalyst; diethylzinc; triphenylphosphine; palladium diacetate; In isopropyl alcohol; 4: Noyori reaction;
DOI:10.1016/j.tetlet.2003.12.067

Reference yield:

: 202119-27-5
(2S,3S,4S)-1-((tert-butyldimethylsilyl)oxy)-2,4-dimethylhex-5-yn-3-ol

: 676254-73-2
(2S,3R,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / BuLi

2: 100 percent / Noyori (R,R)-ruthenium/p-cymene catalyst / propan-2-ol

With n-butyllithium; ((1R,2R)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)ruthenium chloride(I) (4-cymene); p-cymene catalyst; In isopropyl alcohol; 3: Noyori reaction;
DOI:10.1016/j.tetlet.2003.12.067