(2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one

Base Information

Chemical Name:(2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one
CAS No.:1453811-59-0
Molecular Formula:C₂₅H₄₄O₅Si
Molecular Weight:452.707
Hs Code.:

Synonyms:(2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one

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Chemical Property of (2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one

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Technology Process of (2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one

There total 1 articles about (2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-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: 94.0%

: 111998-83-5
triisopropylsilyloxy-acetaldehyde

: 182193-69-7
(S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one

: 1453811-59-0
(2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one

Guidance literature:: (S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; at -78 - 0 ℃; for 2.5h;

triisopropylsilyloxy-acetaldehyde; In diethyl ether; at -78 - 0 ℃;
DOI:10.1016/j.tetasy.2013.07.012

Reference yield: 90.0%

: 1453811-59-0
(2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one

: 1453811-62-5
(2R,3R,4S,5S)-6-(4-methoxybenzyloxy)-3,5-dimethyl-1-(triisopropylsilyloxy)hexane-2,4-diol

Guidance literature:: With tetramethylammonium triacetoxyborohydride; In acetic acid; acetone; at -20 ℃;
DOI:10.1016/j.tetasy.2013.07.012

Reference yield:

: 1453811-59-0
(2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one

: (2R,3R,4S,5S)-6-(4-Methoxy-benzyloxy)-3,5-dimethyl-hexane-1,2,4-triol

Guidance literature:: Multi-step reaction with 2 steps

1: tetramethylammonium triacetoxyborohydride / acetone; acetic acid / -20 °C

2: camphor-10-sulfonic acid / methanol; dichloromethane / 0.5 h / 0 °C

With camphor-10-sulfonic acid; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane; acetic acid; acetone;
DOI:10.1016/j.tetasy.2013.07.012