(3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one

Base Information

• Chemical Name: (3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one
• CAS No.: 373640-25-6
• Molecular Formula: C₁₂H₂₄O₃Si
• Molecular Weight: 244.406
• Mol file: 373640-25-6.mol

Synonyms:(3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one

Chemical Property of (3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one

There total 4 articles about (3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-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: 75.0%

(1R,5S)-3-oxo-5-(tert-butyldimethylsilyloxy)cyclohexyl acetate (373640-23-4) → (3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one (373640-25-6)

Guidance literature:

With PLE; In phosphate buffer; dimethyl sulfoxide; for 48h; pH=6.5;

DOI:10.1021/jo015774s

Reference yield: 75.0%

→ 3-hydroxy-5-(tert-butyldimethylsilyloxy)-(3R,5S)-cyclohexan-1-one7 + (3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one (373640-25-6)

Guidance literature:

Reference yield:

3-hydroxy-5-(tert-butyl-dimethylsilyloxy)-(1S,3R,5R)-cyclohexyl acetate (373640-18-7) → (3R,5S)-3-hydroxy-5-(tert-butyldimethylsilyloxy)cyclohexan-1-one (373640-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / sodium acetate; pyridinium chlorochromate / CH₂Cl₂ / 5 h / 20 °C

2: 75 percent / PLE / dimethylsulfoxide; aq. phosphate buffer / 48 h / pH 6.5

With sodium acetate; pyridinium chlorochromate; In phosphate buffer; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo015774s

upstream raw materials:

(1R,5S)-3-oxo-5-(tert-butyldimethylsilyloxy)cyclohexyl acetate

3-hydroxy-5-(tert-butyl-dimethylsilyloxy)-(1S,3R,5R)-cyclohexyl acetate