(S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol

Base Information

Chemical Name:(S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol
CAS No.:133678-91-8
Molecular Formula:C₁₇H₃₀O₂Si
Molecular Weight:294.51
Hs Code.:

Synonyms:(S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol

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Chemical Property of (S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol

Chemical Property:

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Technology Process of (S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol

There total 6 articles about (S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol 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: 96.0%

: 133678-90-7
(R)-(+)-methyl 3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propionate

: 133678-91-8
(S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/jo00038a041

Reference yield:

: 79443-97-3
methyl 2-(4-methylphenyl)propanoate

: 133678-91-8
(S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol

Guidance literature:: Multi-step reaction with 6 steps

1: 1) i-Pr₂NH, n-BuLi / 1) THF, -78 deg C, 1 h, 2) 0 deg C, 30 min

2: 95 percent / 2N NaOH / H₂O / 1 h / 25 °C / pig liver esterase, pH 7.2

3: Et₃N / tetrahydrofuran / 1 h / Ambient temperature

4: NaBH₄ / methanol / 1 h / Ambient temperature

5: 92 percent / imidazole / dimethylformamide / 0.17 h / 40 °C

6: 96 percent / diisobutylaluminiumhydride (DIBALH) / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; diisobutylaluminium hydride; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00038a041

Reference yield:

: 127047-04-5
dimethyl 2-methyl-2-(4-methylphenyl)malonate

: 133678-91-8
(S)-(+)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / 2N NaOH / H₂O / 1 h / 25 °C / pig liver esterase, pH 7.2

2: Et₃N / tetrahydrofuran / 1 h / Ambient temperature

3: NaBH₄ / methanol / 1 h / Ambient temperature

4: 92 percent / imidazole / dimethylformamide / 0.17 h / 40 °C

5: 96 percent / diisobutylaluminiumhydride (DIBALH) / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00038a041