(3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol

Base Information

Chemical Name:(3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol
CAS No.:226079-58-9
Molecular Formula:C₃₁H₄₂O₅Si
Molecular Weight:522.757
Hs Code.:

Synonyms:(3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol

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Technology Process of (3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol

There total 9 articles about (3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-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: 88.0%

: 226079-88-5
tert-Butyl-{(R)-2-[(R)-2-(3,4-dimethoxy-phenyl)-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

: 226079-58-9
(3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; a) from -50 deg C to -20 deg C, 2 h, b) -20 deg C, 1 h;
DOI:10.1248/cpb.47.308

Reference yield:

: 127665-68-3
(4S)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-penten-1-ol

: 226079-58-9
(3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / titanium tetraisopropoxide, diethyl L-(+)-tartrate, 4 Angstroem molecular sieves, tert-butylhydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 23 h / -25 °C

2: 86 percent / diborane / tetrahydrofuran; hexamethylphosphoric acid triamide / 5 h / Ambient temperature

3: 92 percent / dl-camphorsulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature

4: 88 percent / DIBAH / CH₂Cl₂; hexane / a) from -50 deg C to -20 deg C, 2 h, b) -20 deg C, 1 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; camphor-10-sulfonic acid; diisobutylaluminium hydride; diborane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2,4-trimethylpentane; hexane; dichloromethane;
DOI:10.1248/cpb.47.308

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 226079-58-9
(3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / benzene / 17 h / Ambient temperature

2: 91 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.5 h / -78 - -60 °C

3: 98 percent / titanium tetraisopropoxide, diethyl L-(+)-tartrate, 4 Angstroem molecular sieves, tert-butylhydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 23 h / -25 °C

4: 86 percent / diborane / tetrahydrofuran; hexamethylphosphoric acid triamide / 5 h / Ambient temperature

5: 92 percent / dl-camphorsulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature

6: 88 percent / DIBAH / CH₂Cl₂; hexane / a) from -50 deg C to -20 deg C, 2 h, b) -20 deg C, 1 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; camphor-10-sulfonic acid; diisobutylaluminium hydride; diborane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2,4-trimethylpentane; hexane; dichloromethane; benzene;
DOI:10.1248/cpb.47.308