(S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone

Base Information

Chemical Name:(S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone
CAS No.:187869-82-5
Molecular Formula:C₂₈H₃₈O₂Si
Molecular Weight:434.694
Hs Code.:

Synonyms:(S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone

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Technology Process of (S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone

There total 7 articles about (S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone 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: 88.0%

: 187869-76-7
(1R,2S)-2-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-5-oxo-cyclopentanecarboxylic acid ethyl ester

: 187869-82-5
(S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; In dimethyl sulfoxide; at 120 ℃; for 6h;
DOI:10.1002/hlca.19970800114

Reference yield:

: 139897-19-1
(2-bromoethoxy)(tert-butyl)diphenylsilane

: 187869-82-5
(S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / (i-Pr)2NH, BuLi / hexane; tetrahydrofuran / 96 h / Ambient temperature

2: 75 percent / piperidine, BuLi / hexane; diethyl ether / 12 h / Ambient temperature

3: 63 percent / BuLi / hexane; diethyl ether / 3 h / 0 °C

4: 68 percent / B-bromo-9-borabicyclo<3.3.1>nonane / CH₂Cl₂ / 2.5 h / 0 °C

5: 70 percent / BuLi, MgBr*Et₂O, CuBr*MeS₂ / pentane; tetrahydrofuran / 3 h / -78 °C

6: 85 percent / ethanol / 115 h / Heating

7: 88 percent / 1,4-diazabicyclo<2.2.2>octane / dimethylsulfoxide / 6 h / 120 °C

With piperidine; 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; copper(I) bromide dimethylsulfide complex; 9-bromo-9-bora-bicyclo[3.3.1]nonane; diisopropylamine; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; pentane;
DOI:10.1002/hlca.19970800114

Reference yield:

: 187869-66-5
tert-Butyl-(3,3-dimethyl-pent-4-ynyloxy)-diphenyl-silane

: 187869-82-5
(S)-3-[4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1-methylene-butyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / B-bromo-9-borabicyclo<3.3.1>nonane / CH₂Cl₂ / 2.5 h / 0 °C

2: 70 percent / BuLi, MgBr*Et₂O, CuBr*MeS₂ / pentane; tetrahydrofuran / 3 h / -78 °C

3: 85 percent / ethanol / 115 h / Heating

4: 88 percent / 1,4-diazabicyclo<2.2.2>octane / dimethylsulfoxide / 6 h / 120 °C

With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; copper(I) bromide dimethylsulfide complex; 9-bromo-9-bora-bicyclo[3.3.1]nonane; magnesium bromide; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; pentane;
DOI:10.1002/hlca.19970800114