(2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-cyclopentanone

Base Information

Chemical Name:(2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-cyclopentanone
CAS No.:153142-74-6
Molecular Formula:C₃₂H₄₆O₅Si
Molecular Weight:538.8
Hs Code.:

Synonyms:(2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-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 (2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-cyclopentanone

Chemical Property:

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Technology Process of (2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-cyclopentanone

There total 6 articles about (2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-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:

: 98049-46-8
(1'R,2'R)-2-(2'-hydroxymethyl-2'-methyl-3'-methylenecyclopentyl)ethanoic acid

: 153142-74-6
(2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-cyclopentanone

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N, AgNO₃ / dimethylformamide

2: LiAlH₄ / CH₂Cl₂ / 0 °C

3: i-Pr₂NEt / CH₂Cl₂ / 0 °C

4: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂

5: 1.) NaN(TMS)2, TMSCl, 2.) Pd(OAc)2 / 1.) THF, -15 deg C, 2.) MeCN, 22 deg C

6: 92 percent / n-BuLi, CuBr*DMS / tetrahydrofuran / -78 °C

With palladium diacetate; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; sodium hexamethyldisilazane; ozone; silver nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00077a097

Reference yield:

: 122552-73-2
C₄₂H₅₂O₃Si₂

: 153142-74-6
(2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-cyclopentanone

Guidance literature:: Multi-step reaction with 5 steps

1: LiAlH₄ / CH₂Cl₂ / 0 °C

2: i-Pr₂NEt / CH₂Cl₂ / 0 °C

3: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂

4: 1.) NaN(TMS)2, TMSCl, 2.) Pd(OAc)2 / 1.) THF, -15 deg C, 2.) MeCN, 22 deg C

5: 92 percent / n-BuLi, CuBr*DMS / tetrahydrofuran / -78 °C

With palladium diacetate; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; sodium hexamethyldisilazane; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00077a097

Reference yield:

: 119594-10-4
2-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-ethanol

: 153142-74-6
(2S,3S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropenyl-3-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2-methyl-cyclopentanone

Guidance literature:: Multi-step reaction with 4 steps

1: i-Pr₂NEt / CH₂Cl₂ / 0 °C

2: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂

3: 1.) NaN(TMS)2, TMSCl, 2.) Pd(OAc)2 / 1.) THF, -15 deg C, 2.) MeCN, 22 deg C

4: 92 percent / n-BuLi, CuBr*DMS / tetrahydrofuran / -78 °C

With palladium diacetate; n-butyllithium; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; sodium hexamethyldisilazane; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00077a097