(R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal

Base Information

Chemical Name:(R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal
CAS No.:133678-84-9
Molecular Formula:C₁₇H₂₈O₂Si
Molecular Weight:292.494
Hs Code.:

Synonyms:(R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal

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Chemical Property of (R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal

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Technology Process of (R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal

There total 7 articles about (R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal 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: 98.0%

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

: 133678-84-9
(R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃; for 0.25h;
DOI:10.1021/jo00038a041

Reference yield:

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

: 133678-84-9
(R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal

Guidance literature:: Multi-step reaction with 7 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

7: 98 percent / oxalyl chloride, NEt₃, DMSO / CH₂Cl₂ / 0.25 h / -60 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; 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

: 133678-84-9
(R)-(-)-3-(tert-butyldimethylsiloxy)-2-methyl-2-(4-methylphenyl)propanal

Guidance literature:: Multi-step reaction with 6 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

6: 98 percent / oxalyl chloride, NEt₃, DMSO / CH₂Cl₂ / 0.25 h / -60 °C

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