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

Base Information

Chemical Name:(Z)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-one
CAS No.:616867-04-0
Molecular Formula:C₂₇H₄₄O₃Si
Molecular Weight:444.73
Hs Code.:

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

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

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

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

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

: 616867-04-0
(Z)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-one

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ja037078a

Reference yield:

: 616867-04-0
(Z)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-one

: 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 lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 0.0833333h;
DOI:10.1021/ja037078a

Reference yield:

: 616867-04-0
(Z)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-(3-methoxy-phenyl)-but-2-en-1-one

: 616867-41-5
[1-formyl-1-(3-methoxy-phenyl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 846 mg / LiBHEt₃ / tetrahydrofuran / 0.08 h / -78 °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

5.1: 74 percent / Jones reagent / acetone / 6 h / 0 °C

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

7.1: 50.2 mg / 110 °C

8.1: O₃ / CH₂Cl₂ / -78 °C

8.2: methyl sulfide / CH₂Cl₂ / 6 h / -78 - 20 °C

With dmap; jones reagent; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; lithium triethylborohydride; ozone; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; toluene; 6.1: Curtius rearrangement;
DOI:10.1021/ja037078a