(2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol

Base Information

Chemical Name:(2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol
CAS No.:1446347-58-5
Molecular Formula:C₁₆H₂₆O₄
Molecular Weight:282.38
Hs Code.:

Synonyms:(2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol

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Chemical Property of (2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol

Chemical Property:

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Technology Process of (2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol

There total 7 articles about (2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol 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: 81.0%

: 1446347-57-4
(2S,3R,4S,7S)-7-(3-[1-(tert-butyl)-1,1-dimethylsilyl]oxyphenyl)-1-(2,2-dimethyl-1,1-diphenylpropoxy)-7-methoxy-2,4-dimethylheptan-3-ol

: 1446347-58-5
(2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c3ob40252e

Reference yield:

: 96013-95-5
3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde

: 1446347-58-5
(2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2: lipase Amino-I / di-isopropyl ether / 48 h / 20 °C / Inert atmosphere

3: sodium hydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / Inert atmosphere; Reflux

5: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium 10% on activated carbon; lipase Amino-I; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; In tetrahydrofuran; dichloromethane; di-isopropyl ether; ethyl acetate;
DOI:10.1039/c3ob40252e

Reference yield:

: 1-(3-((tert-butyldimethylsilyl)oxy)phenyl)prop-2-en-1-ol

: 1446347-58-5
(2S,3R,4S,7S)-7-(3-hydroxyphenyl)-7-methoxy-2,4-dimethylheptane-1,3-diol

Guidance literature:: Multi-step reaction with 5 steps

1: lipase Amino-I / di-isopropyl ether / 48 h / 20 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / Inert atmosphere; Reflux

4: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium 10% on activated carbon; lipase Amino-I; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; In tetrahydrofuran; dichloromethane; di-isopropyl ether; ethyl acetate;
DOI:10.1039/c3ob40252e