(E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

Base Information

Chemical Name:(E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol
CAS No.:616867-21-1
Molecular Formula:C₂₃H₃₆O₂
Molecular Weight:344.538
Hs Code.:

Synonyms:(E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

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Chemical Property of (E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

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Technology Process of (E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

There total 7 articles about (E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-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: 64.0%

: 925-90-6
ethylmagnesium bromide

: 616867-20-0
2,2-Dimethyl-propionic acid (Z)-(R)-4-hydroxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-enyl ester

: 616867-21-1
(E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

Guidance literature:: ethylmagnesium bromide; With CuCN; In diethyl ether; at -10 ℃; for 0.166667h;

2,2-Dimethyl-propionic acid (Z)-(R)-4-hydroxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-enyl ester; In diethyl ether; at 20 ℃; for 1.5h;
DOI:10.1021/ja046084j

Reference yield:

: 925-90-6
ethylmagnesium bromide

: 616867-20-0
2,2-Dimethyl-propionic acid (Z)-(R)-4-hydroxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-enyl ester

: 616867-21-1
(E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

: 616867-19-7
(E)-(S)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

Guidance literature:: ethylmagnesium bromide; With CuCN; In tetrahydrofuran; diethyl ether; at 20 ℃;

2,2-Dimethyl-propionic acid (Z)-(R)-4-hydroxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-enyl ester; In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1021/ja037078a

Reference yield:

: (Z)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-ene-1,4-diol

: 616867-21-1
(E)-(R)-2-Ethyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-(3-methoxy-phenyl)-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole / CH₂Cl₂ / 6 h / 20 °C

2.1: 84 percent / DMAP; Et₃N / CH₂Cl₂ / 20 °C

3.1: 100 percent / TBAF / tetrahydrofuran / 20 °C

4.1: CuCN / tetrahydrofuran; diethyl ether / 20 °C

4.2: tetrahydrofuran; diethyl ether / 20 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja037078a