(-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol

Base Information

• Chemical Name: (-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol
• CAS No.: 186703-33-3
• Molecular Formula: C₂₈H₃₈O₄Si
• Molecular Weight: 466.693

Synonyms:(-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol

Chemical Property of (-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol

Chemical Property:

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Technology Process of (-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol

There total 2 articles about (-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-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: 48.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (1S,2R,6R)-1,2-Cyclohexylidenedioxycyclohexane-4,6-diol → (-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol (186703-33-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1039/a909292g

Reference yield: 38.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (1S,2R,6R)-1,2-Cyclohexylidenedioxycyclohexane-4,6-diol → C28H38O4Si + (-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol (186703-33-3)

Guidance literature:

With dmap; TEA; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

DOI:10.1016/S0040-4039(96)02229-0

Reference yield: 90.0%

p-toluenesulfonyl chloride (98-59-9) + (-)-(1S,2R,4S,6R)-1,2-cyclohexyldienedioxy-4-(tert-butyldiphenylsilyloxy)cyclohexan-6-ol (186703-33-3) → (-)-(1R,2R,4S,6R)-1,2-Cyclohexylidenedioxy-4-(tert-butyldiphenylsilyl)-6-(4'-methylphenylsulfonyloxy)cyclohexane (186703-34-4)

Guidance literature:

With dmap; TEA; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

DOI:10.1016/S0040-4039(96)02229-0

upstream raw materials:

tert-butylchlorodiphenylsilane

Downstream raw materials:

(-)-(1R,2R,4S,6R)-1,2-Cyclohexylidenedioxy-4-(tert-butyldiphenylsilyl)-6-(4'-methylphenylsulfonyloxy)cyclohexane

(-)-(1R,2R,4S,6R)-1,2-cyclohexylidenedioxy-4-(tert-butyldiphenylsilyloxy)-6-(n-hexyloxy)cyclohexane

(+)-(1S,2R,4R,6R)-4-Benzyloxy-1,6-epoxycyclohexan-2-ol

(+)-(1S,2R,4R,6R)-2,4-Bis(benzyloxy)-1,6-epoxycyclohexane

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