1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol

Base Information

Chemical Name:1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol
CAS No.:245657-62-9
Molecular Formula:C₁₇H₂₆O₂Si
Molecular Weight:290.478
Hs Code.:

Synonyms:1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol

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Chemical Property of 1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol

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Technology Process of 1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol

There total 4 articles about 1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol 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: 92.0%

: 159692-35-0
(+/-)-5-(dimethylphenylsilanyl)-5-methyl-1-vinyl-1-cyclohexene

: 245657-62-9
1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol

Guidance literature:: With AD-mix-β; In water; tert-butyl alcohol; at 0 ℃; for 12h;
DOI:10.1021/jo990648y

Reference yield:

: 67263-00-7
3-(dimethyl(phenyl)silyl)-3-methylcyclohexanone

: 245657-62-9
1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 94 percent / tetrahydrofuran / -78 - 0 °C

2.1: 93 percent / LiCl / Pd(PPh₃)4 / dimethylformamide / 1 h / 70 °C

3.1: 92 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O / 12 h / 0 °C

With AD-mix-β; lithium chloride; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Metallation / 1.2: Substitution / 2.1: Substitution / 3.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/jo990648y

Reference yield:

: 245657-53-8
Trifluoro-methanesulfonic acid 5-(dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl ester

: 245657-62-9
1-[5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / LiCl / Pd(PPh₃)4 / dimethylformamide / 1 h / 70 °C

2: 92 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O / 12 h / 0 °C

With AD-mix-β; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Substitution / 2: Sharpless asymmetric dihydroxylation;
DOI:10.1021/jo990648y