(1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol

Base Information

• Chemical Name: (1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol
• CAS No.: 1147862-12-1
• Molecular Formula: C₁₈H₄₀O₄Si₂
• Molecular Weight: 376.684
• Mol file: 1147862-12-1.mol

Synonyms:(1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol

Chemical Property of (1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol

There total 2 articles about (1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol 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: 68.0%

(1R,3R,5R,7R)-1,3-(tert-butyldimethylsilyloxy)-4,8-dioxatricyclo[5.1.0.0]octane (1147862-11-0) → (1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol (1147862-12-1)

Guidance literature:

With borane-THF; Inert atmosphere;

DOI:10.1021/ja204040k

Reference yield:

1,5-bis((tert-butyldimethylsilyl)oxy)cyclohexa-1,4-diene (1147862-00-7) → (1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol (1147862-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Inert atmosphere

2: borane-THF / Inert atmosphere

With borane-THF; 1: Shi epoxidation;

DOI:10.1021/ja204040k

Reference yield: 71.0%

(1R,3R,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)cyclohexane-1,3-diol (1147862-12-1) + p-toluenesulfonyl chloride (98-59-9) → C25H46O6SSi2 (1311401-97-4)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja204040k

upstream raw materials:

(1R,3R,5R,7R)-1,3-(tert-butyldimethylsilyloxy)-4,8-dioxatricyclo[5.1.0.0]octane

1,5-bis((tert-butyldimethylsilyl)oxy)cyclohexa-1,4-diene

Downstream raw materials:

C₁₈H₃₇IO₃Si₂

C₂₉H₅₁BrO₈Si₂

C₂₅H₄₆O₆SSi₂