3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol

Base Information

Chemical Name:3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol
CAS No.:681433-92-1
Molecular Formula:C₂₆H₅₄O₄Si₃
Molecular Weight:514.969
Hs Code.:

Synonyms:3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol

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Chemical Property of 3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol

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Technology Process of 3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol

There total 11 articles about 3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol 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: 99.0%

: (3R,5R)-3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[[(tert-butyldimethylsilyl)oxy]ethylidene]cyclohexanol

: 681433-92-1
3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol

Guidance literature:: (3R,5R)-3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[[(tert-butyldimethylsilyl)oxy]ethylidene]cyclohexanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.333333h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1h;

Reference yield: 96.0%

: 681433-92-1
3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol

Guidance literature:

Reference yield:

: (2R,6R)-[4-benzyloxy-2,6-bis-[(tert-butyldimethylsilyl)oxy]cyclohexylidene]acetaldehyde

: 681433-92-1
3,5-bis-[(tert-butyldimethylsilyl)oxy]-4-[(tert-butyldimethylsilyl)oxyethylidene]cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / sodium borohydride / ethanol / 1 h / 0 °C

2: 91 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

3: hydrogen / Pd/C / ethanol / 2.5 h / 20 °C

4: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; 4: Swern oxidation;
DOI:10.1016/j.bmc.2006.01.061