327622-76-4

Basic information

• Product Name: cis,cis-3,5-di(methylcarbonyloxy)cyclohexyl acetate
• Synonyms: cis,cis-3,5-di(methylcarbonyloxy)cyclohexyl acetate
• CAS NO: 327622-76-4
• Molecular Weight: 258.271
• Mol File: 327622-76-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: cis,cis-3,5-di(methylcarbonyloxy)cyclohexyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: cis,cis-3,5-di(methylcarbonyloxy)cyclohexyl acetate(327622-76-4)
• EPA Substance Registry System: cis,cis-3,5-di(methylcarbonyloxy)cyclohexyl acetate(327622-76-4)

Safety Data

• Hazardous Substances Data: 327622-76-4(Hazardous Substances Data)

Upstream product

• 2041-15-8 1,3,5-cyclohexanetriol 
• 108-24-7 acetic anhydride 
• 108-73-6 3,5-dihydroxyphenol 
• 13314-30-2 cis-1,3,5-cyclohexane-triol 
• 50409-12-6 cis,cis-1,3,5-trihydroxycyclohexane 

Downstream Products

• 139356-35-7 3,5-di-(tert-butyl-dimethylsilyloxy)-(3S,5S)-cyclohexan-1-one 
• 199613-48-4 5-tert-butyl-dimethylsilyloxy-(5S)-2-cyclohexenone 
• 373640-18-7 3-hydroxy-5-(tert-butyl-dimethylsilyloxy)-(1S,3R,5R)-cyclohexyl acetate 
• 373640-23-4 (1R,5S)-3-oxo-5-(tert-butyldimethylsilyloxy)cyclohexyl acetate 
• 373640-20-1 (1S,3R,5S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-5-(tert-butyldimethylsilyloxy)cyclohexan-1-ol 
• 373640-19-8 (1S,3R,5R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-5-(tert-butyldimethylsilyloxy)cyclohexyl acetate 
• 389084-25-7 cis,cis-3-(methyl-carbonyloxy)-5-(tert-butyl-dimethylsilyloxy)-cyclohexyl acetate 
• 389084-26-8 3,5-di(tert-butyldimethylsilyloxy)cyclohexan-1-ol 
• 388569-34-4 3,5-di(tetrahydro-2H-2-pyranyloxy)-1-cyclohexanol 
• 388569-28-6 3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyl-dimethylsilyloxy)-(1R,3R,5S)-cyclohexan-1-ol 
• 388569-32-2 2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran 
• 388569-25-3 1-phenyl-carbonyloxy-3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyl-dimethylsilyloxy)-(1R,3R,5R)-cyclohexane 
• 388569-30-0 2-[3,5-di(tert-butyldimethylsilyloxy)cyclohexyloxy]tetrahydro-2H-pyran 
• 171866-13-0 cis,cis-3-hydroxy-5-methyl-carbonyloxy-cyclohexyl acetate 

Relevant articles and documents

Simple, efficient chemoenzymatic synthesis of (s)-5-(tert-butyldimethylsilyloxy)-2-cyclohexenone and enantiomeric ketone intermediates of 19-nor-1α,25-dihydroxyvitamin D3

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Multiselective enzymatic reactions for the synthesis of protected homochiral cis- and trans-1,3,5-cyclohexanetriols

For the synthesis of the potentially antipsoriatic vitamin D derivative 3 (Ro 65-2299) an efficient and multiselective enzymatic step had been developed in which the easily accessible trans-1,3,5-triacetoxy-cyclohexane 5 was selectively monohydrolyzed in the presence of the cis-isomer 8 to give (1R,3R)-1,3-diacetoxy-5-hydroxy-cyclohexane 6 in high enantiomeric excess (>99%) and yield (84%). Furthermore, for the synthesis of the enantiomer of 3, a simple and efficient enzymatic procedure for the asymmetric acetylation of cis-1,5-dihydroxy-3-(tert-butyldimethylsilanoxy)-cyclohexane 10 in an anhydrous organic solvent providing (1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanoxy)-cyclohexane 11 in >99% ee and quantitative yield is described. Copyright (C) 2000 Elsevier Science Ltd.