(2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one

Base Information

• Chemical Name: (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one
• CAS No.: 346708-19-8
• Molecular Formula: C₂₀H₃₄O₄Si
• Molecular Weight: 366.573

Synonyms:(2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one

Chemical Property of (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one

Chemical Property:

Purity/Quality:

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Technology Process of (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one

There total 4 articles about (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one 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: 95.0%

(2R,3R/S)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-ol (346708-21-2) → (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one (346708-19-8)

Guidance literature:

In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(01)00401-4

Reference yield:

(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal (160238-46-0) → (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one (346708-19-8)

Guidance literature:

Multi-step reaction with 4 steps

1: LDA / tetrahydrofuran / -78 °C

2: DIBAL-H / diethyl ether / 0 °C

3: pyridine / 0 °C

4: 95 percent / CH₂Cl₂ / 0 °C

With pyridine; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; 4: Dess-Martin periodinane oxidation;

DOI:10.1016/S0040-4039(01)00401-4

Reference yield:

(2R,3R/S)-1-(p-methoxybenzyloxy)-2-methylpentane-3,5-diol (346708-20-1) → (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one (346708-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 0 °C

2: 95 percent / CH₂Cl₂ / 0 °C

With pyridine; In dichloromethane; 2: Dess-Martin periodinane oxidation;

DOI:10.1016/S0040-4039(01)00401-4

upstream raw materials:

(2R,3R/S)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-ol

(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

(2R,3R/S)-1-(p-methoxybenzyloxy)-2-methylpentane-3,5-diol

Downstream raw materials:

(E)-(2R,4R,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-en-3-one

(2R,4R,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-5-hydroxy-1-(p-methoxybenzyloxy)-2,6,8-trimethylundeca-6,9-diene-3-one

(4S,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-[(E)-(R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-but-1-enyl]-6-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxane

(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

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