(3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol

Base Information

Chemical Name:(3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol
CAS No.:412908-78-2
Molecular Formula:C₃₀H₄₀O₄Si
Molecular Weight:492.731
Hs Code.:

Synonyms:(3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol

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Chemical Property of (3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol

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Technology Process of (3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol

There total 9 articles about (3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 412908-78-2
(3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: imidazole / CH₂Cl₂ / 1 h / 20 °C

2.1: DIBAL / diethyl ether / -78 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

4.1: tetrahydrofuran / -78 - 20 °C

5.1: BF₃*Et₂O / cyclohexane; CH₂Cl₂ / 0 °C

6.1: 9-BBN / tetrahydrofuran / 65 °C

6.2: 30 percent H₂O₂; 15 percent NaOH / 0 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; diisobutylaluminium hydride; Dess-Martin periodane; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;
DOI:10.1016/S0040-4039(01)02078-0

Reference yield:

: 1026876-62-9
(3R,4S)-4-Methyl-5-(tetrahydro-pyran-2-yloxy)-pent-1-en-3-ol

: 412908-78-2
(3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: KH / tetrahydrofuran / 0 - 25 °C

2: PPTS / ethanol / 55 °C

3: imidazole / CH₂Cl₂ / Ambient temperature

4: 1.) 9-BBN, 2.) 15percent aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 65 deg C

With 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; pyridinium p-toluenesulfonate; potassium hydride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja00091a082

Reference yield:

: (2S,3R)-3-(4-methoxybenzyloxy)-2-methylpent-4-en-1-ol

: 412908-78-2
(3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂ / Ambient temperature

2: 1.) 9-BBN, 2.) 15percent aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 65 deg C

With 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In dichloromethane;
DOI:10.1021/ja00091a082