(+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate

Base Information

Chemical Name:(+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate
CAS No.:276880-08-1
Molecular Formula:C₃₂H₄₀O₅Si
Molecular Weight:532.752
Hs Code.:

Synonyms:(+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate

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Chemical Property of (+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate

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Technology Process of (+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate

There total 6 articles about (+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate 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:

: 108-05-4,9003-20-7
vinyl acetate

: 276880-07-0
rac-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol

: 276880-08-1
(+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate

Guidance literature:: With Amano P-30 lipase; In hexane; at 20 ℃;
DOI:10.1021/ja000429q

Reference yield:

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

: 276880-08-1
(+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate

Guidance literature:: Multi-step reaction with 5 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

With dmap; sodium tetrahydroborate; cerium(III) chloride; 4 A molecular sieve; Amano P-30 lipase; tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; In 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;
DOI:10.1021/ja000429q

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 276880-08-1
(+)-(R)-1-{4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]-2,6-dimethoxyphenyl}pent-1-en-3-ol, 3-acetate

Guidance literature:: Multi-step reaction with 5 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

With dmap; sodium tetrahydroborate; cerium(III) chloride; 4 A molecular sieve; Amano P-30 lipase; tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; In 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;
DOI:10.1021/ja000429q