(Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

Base Information

Chemical Name:(Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol
CAS No.:616867-02-8
Molecular Formula:C₂₇H₄₆O₃Si
Molecular Weight:446.746
Hs Code.:

Synonyms:(Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

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Chemical Property of (Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

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Technology Process of (Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

There total 1 articles about (Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-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:

: 18162-48-6
tert-butyldimethylsilyl chloride

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

: 616867-02-8
(Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

: 616867-03-9
(Z)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/ja037078a

Reference yield: 84.0%

: 3282-30-2
pivaloyl chloride

: 616867-02-8
(Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

: 616867-07-3
2,2-Dimethyl-propionic acid (Z)-(S)-4-(tert-butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-enyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/ja037078a

Reference yield:

: 616867-02-8
(Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-ol

: 616867-39-1
[(E)-(S)-1-Ethyl-3-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-1-(3-methoxy-phenyl)-allyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84 percent / DMAP; Et₃N / CH₂Cl₂ / 20 °C

2.1: 100 percent / TBAF / tetrahydrofuran / 20 °C

3.1: CuCN / tetrahydrofuran; diethyl ether / 0.42 h / -15 °C

3.2: 86 percent / tetrahydrofuran; diethyl ether / 20 °C

4.1: 88 percent / Jones reagent / acetone / 6 h / 0 °C

5.1: diphenylphosphoryl azide; Et₃N / toluene / 1 h / Heating

6.1: 43.3 mg / titanium tetraisopropoxide / benzene / 110 °C

With titanium(IV) isopropylate; dmap; jones reagent; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; toluene; benzene; 5.1: Curtius rearrangement;
DOI:10.1021/ja037078a