3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone

Base Information

Chemical Name:3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone
CAS No.:183872-18-6
Molecular Formula:C₂₅H₄₀O₂Si
Molecular Weight:400.677
Hs Code.:

Synonyms:3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone

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Chemical Property of 3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone

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Technology Process of 3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone

There total 15 articles about 3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 183872-16-4
3-[(E)-3-hydroxy-7-phenyl-1-hepten-1-yl]cyclohexanone

: 183872-18-6
3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1021/jm9910573

Reference yield: 75.0%

: 930-68-7
cyclohexenone

: 186689-76-9
tert-Butyl-[1-((E)-2-iodo-vinyl)-5-phenyl-pentyloxy]-dimethyl-silane

: 183872-18-6
3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone

Guidance literature:: tert-Butyl-[1-((E)-2-iodo-vinyl)-5-phenyl-pentyloxy]-dimethyl-silane; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h;

With cuprous 3-methoxy-3-methyl-but-1-ylide; In diethyl ether; hexane; at -78 - -10 ℃; for 0.5h;

cyclohexenone; In tetrahydrofuran; diethyl ether; hexane; at -60 ℃; for 2h;
DOI:10.1021/jm9910573

Reference yield:

: 65005-14-3
1,4-dioxa-spiro[4.5]decane-7-carbaldehyde

: 183872-18-6
3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH

1.2: 86 percent / toluene / 16 h / 20 °C

2.1: 99.5 percent / cerium chloride heptahydrate; sodium borohydride / methanol / 4 h / 20 °C

3.1: 77.5 percent / silica gel; aq. H₂SO₄ / 16 h / 20 °C

4.1: 94 percent / DBU / CH₂Cl₂ / 48 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; sulfuric acid; silica gel; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; 1.1: Metallation / 1.2: Substitution / 2.1: Reduction / 3.1: Hydrolysis / 4.1: silylation;
DOI:10.1021/jm9910573