(S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol

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Chemical Name:(S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol
CAS No.:276880-12-7
Molecular Formula:C₃₂H₄₄O₄Si
Molecular Weight:520.784
Hs Code.:

Synonyms:(S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol

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Chemical Property of (S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol

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Technology Process of (S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol

There total 9 articles about (S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol 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: 99.0%

: 276880-11-6
(-)-(R)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}hept-4-en-1-ol

: 276880-12-7
(S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1021/ja000429q

Reference yield:

: 61367-62-2
(4-bromo-3,5-dimethoxyphenyl)methanol

: 276880-12-7
(S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / -20 - 20 °C

2.1: t-BuLi / ethanol; pentane / 0.5 h / -78 °C

2.2: 92 percent / ethanol; pentane / -78 - 20 °C

3.1: 70 percent / DBU; lithium chloride / acetonitrile / 36 h

4.1: 97 percent / NaBH₄; CeCl₃*7H₂O / ethanol / 0 °C

5.1: Amano P-30 lipase; 4A molecular sieves / hexane / 12 h / 20 °C

6.1: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

6.2: 80 percent / tetrahydrofuran / -78 - 20 °C

7.1: 95 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

8.1: 99 percent / hydrogen / Pd/C / ethanol

With dmap; sodium tetrahydroborate; cerium(III) chloride; 4 A molecular sieve; Amano P-30 lipase; hydrogen; tert.-butyl lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; pentane; 1.1: sililation / 2.1: Metallation / 2.2: Formylation / 3.1: Masamune olefination / 4.1: Reduction / 5.1: enzymatic acetylation / 6.1: Metallation / 6.2: sigmatropic rearrangement / 7.1: Reduction / 8.1: Catalytic hydrogenation;
DOI:10.1021/ja000429q

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 276880-12-7
(S)-3-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxy-phenyl}heptan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / -20 - 20 °C

2.1: t-BuLi / ethanol; pentane / 0.5 h / -78 °C

2.2: 92 percent / ethanol; pentane / -78 - 20 °C

3.1: 70 percent / DBU; lithium chloride / acetonitrile / 36 h

4.1: 97 percent / NaBH₄; CeCl₃*7H₂O / ethanol / 0 °C

5.1: Amano P-30 lipase; 4A molecular sieves / hexane / 12 h / 20 °C

6.1: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

6.2: 80 percent / tetrahydrofuran / -78 - 20 °C

7.1: 95 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

8.1: 99 percent / hydrogen / Pd/C / ethanol

With dmap; sodium tetrahydroborate; cerium(III) chloride; 4 A molecular sieve; Amano P-30 lipase; hydrogen; tert.-butyl lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; pentane; 1.1: sililation / 2.1: Metallation / 2.2: Formylation / 3.1: Masamune olefination / 4.1: Reduction / 5.1: enzymatic acetylation / 6.1: Metallation / 6.2: sigmatropic rearrangement / 7.1: Reduction / 8.1: Catalytic hydrogenation;
DOI:10.1021/ja000429q