(2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol

Base Information

Chemical Name:(2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol
CAS No.:929882-84-8
Molecular Formula:C₄₅H₈₂O₇Si₃
Molecular Weight:819.398
Hs Code.:

Synonyms:(2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol

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Chemical Property of (2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol

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Technology Process of (2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol

There total 6 articles about (2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-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: 91.0%

: 929883-05-6
(5S,7R,9R)-5-(benzyloxymethyl)-7-(tert-butyldimethylsilyloxy)-9-((R)-1-((2S,4R,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethyl)-2,2,3,3,11,11,12,12-octamethyl-4,10-dioxa-3,11-disilatridecane

: 929882-84-8
(2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol

Guidance literature:: With borane-THF; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; for 1h;
DOI:10.1002/anie.200603654

Reference yield:

: 929882-93-9
(R)-3-((2R,3S,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-hydroxy-2,4-dimethyldecanoyl)-4-benzyloxazolidin-2-one

: 929882-84-8
(2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: lithium borohydride / diethyl ether; H₂O / 1 h / 0 °C

2: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 14 h / 20 °C

3: 91 percent / BH₃*THF; Sc(OTf)3 / CH₂Cl₂; tetrahydrofuran / 1 h

With lithium borohydride; borane-THF; pyridinium p-toluenesulfonate; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/anie.200603654

Reference yield:

: 929882-83-7
(R)-3-((2R,3S,4S,5R,7R,9S)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-3,5-dihydroxy-2,4-dimethyldecanoyl)-4-benzyloxazolidin-2-one

: 929882-84-8
(2S,3R,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyldecan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -5 °C

2: lithium borohydride / diethyl ether; H₂O / 1 h / 0 °C

3: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 14 h / 20 °C

4: 91 percent / BH₃*THF; Sc(OTf)3 / CH₂Cl₂; tetrahydrofuran / 1 h

With 2,6-dimethylpyridine; lithium borohydride; borane-THF; pyridinium p-toluenesulfonate; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/anie.200603654