327189-67-3

Basic information

• Product Name: (1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane
• Synonyms: (1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane
• CAS NO: 327189-67-3
• Molecular Weight: 288.459
• Mol File: 327189-67-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane(327189-67-3)
• EPA Substance Registry System: (1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane(327189-67-3)

Safety Data

• Hazardous Substances Data: 327189-67-3(Hazardous Substances Data)

Upstream product

• 389084-25-7 cis,cis-3-(methyl-carbonyloxy)-5-(tert-butyl-dimethylsilyloxy)-cyclohexyl acetate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 50409-12-6 cis,cis-1,3,5-trihydroxycyclohexane 
• 171866-13-0 cis,cis-3-hydroxy-5-methyl-carbonyloxy-cyclohexyl acetate 
• 108-05-4 vinyl acetate 
• 187266-42-8 all-cis-5-(tert-butyldimethyl-silanyloxy)-cyclohexane-1,3-diol 

Downstream Products

• 199613-48-4 5-tert-butyl-dimethylsilyloxy-(5S)-2-cyclohexenone 

Relevant articles and documents

Total Synthesis of Lycopalhine A

The total synthesis of lycopalhine A featuring the construction of a tricyclic system via cleavage of a cyclopropane ring and an ensuing intramolecular Michael addition, stereoselective introduction of a 2-aminoethyl moiety via a reaction of allyltrimethy

SENSOR

The present invention relates to a scaffolded sensor with a container comprising a drug for triggering drug release, wherein the scaffold is intrinsically conformationally metastable and a method to its manufacture.

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.