(2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

Base Information

Chemical Name:(2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol
CAS No.:155003-46-6
Molecular Formula:C₃₂H₄₂O₅Si
Molecular Weight:534.768
Hs Code.:

Synonyms:(2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

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Chemical Property of (2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

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Technology Process of (2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

There total 5 articles about (2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-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: 73.0%

: 24850-33-7
allyltributylstanane

: 138436-31-4
(S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-propionaldehyde

: 155003-46-6
(2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

: 146512-59-6
(2S,3S)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

Guidance literature:: With 4 A molecular sieve; magnesium bromide; In dichloromethane; Yields of byproduct given; 1) -78 deg C, 3 h, 2) -78 deg C to -40 deg C, 1 h, 3) -40 deg C, overnight, 4) -20 deg C, 3 h;
DOI:10.1021/jo00058a036

Reference yield:

: 155003-29-5
(S)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-on

: 155003-46-6
(2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

: 146512-59-6
(2S,3S)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

Guidance literature:: With 4 Angstroem MS; diisobutylaluminium hydride; magnesium bromide; In diethyl ether; toluene; at -78 ℃; for 0.166667h; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(00)73940-2

Reference yield:

: (S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-hex-5-en-3-ol

: 155003-46-6
(2S,3R)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-hexen-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / CrO₃, 96percent H₂SO₄ / H₂O; acetone / 0.33 h

2: 1.) 4 Angstroem mol. sieves, MgBr₂*Et₂O, 2.) DIBALH / 1.) Et₂O, -78 deg C, 15 min, 2.) toluene, -78 deg C, 15 min

With chromium(VI) oxide; 4 A molecular sieve; sulfuric acid; diisobutylaluminium hydride; magnesium bromide; In water; acetone;
DOI:10.1021/jo00129a029