58006-28-3

Basic information

• Product Name: trans-1,3,5-triacetoxy-cyclohexane
• CAS NO: 58006-28-3
• Molecular Weight: 258.271
• Mol File: 58006-28-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: trans-1,3,5-triacetoxy-cyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: trans-1,3,5-triacetoxy-cyclohexane(58006-28-3)
• EPA Substance Registry System: trans-1,3,5-triacetoxy-cyclohexane(58006-28-3)

Safety Data

• Hazardous Substances Data: 58006-28-3(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 13314-30-2 cis-1,3,5-cyclohexane-triol 
• 2041-15-8 1,3,5-cyclohexanetriol 

Relevant articles and documents

Novel versatile approach to an enantiopure 19-nor, des-C,D vitamin D3 derivative

A short and efficient de novo route to the des-C,D vitamin D3 derivative 3 (Ro 65-2299), a potential antipsoriatic, has been developed. This route features an assembly strategy so far unexplored in vitamin D chemistry involving a modified Julia olefination of the A-ring ketone 30 and the 2-benzothiazolyl sulfone 60. Construction of the A-ring building block was accomplished by an efficient three-step route starting from the meso trans-1,3,5-cyclohexane triol (26), which was desymmetrized by a highly selective enzymatic mono-hydrolysis of the corresponding triacetate 27 followed by oxidation of the alcohol 29 to give the homochiral diacetoxy ketone 30 (ee=99.5%) in 83% overall yield. Furthermore, we found efficient and practical syntheses of the 5-acetoxy-2-cyclohexenone (31) and its enantiomer 32, both new building blocks useful for natural product synthesis.