633294-23-2

Upstream product

• 35644-74-7 (1S,2R,4S,6R)-1-methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptan-2-ol 
• 633294-16-3 tert-butyl-[(1S,2R,4R,6R)-4-iso-propenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yloxy]dimethylsilane 
• 6485-40-1 (R)-Carvone 
• 36616-60-1 (1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 633294-18-5 (1R,3R,5R,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-ol 

Downstream Products

• 633294-45-8 (1S,2R,4R,6R)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane 
• 633294-47-0 (1R,2S,3R,5R)-2-allyl-3-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-2-(2-methoxyethoxymethoxy)cyclohexanol 
• 633294-36-7 (2R,4R,6R)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxy-cyclohexanone 
• 633294-31-2 (1R,3R,5R)-1-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-3-trimethylsilyloxy-2-methylenecyclohexane 
• 633294-28-7 (1R,3R,5R)-3-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-2-methylenecyclohexanol 

Relevant academic research and scientific papers

Stereoselective synthesis of enantiomerically pure, orthogonally protected 2-methylenecyclohexane-1,3,5-triols and 2,4,6-trihydroxycyclohexanones

The triply silyl protected 2-methylenecyclohexane-1,3,5-triols 1a-c (C-1: tert-butyldimethylsilyl, TBDMS; C-3: trimethylsilyl, TMS; C-5: tert-butyldiphenylsilyl, TBDPS) were prepared from (R)-(-)-carvone in seven synthetic steps (overall yields: 29-53%). Ozonolysis in the presence of triethylamine yielded the triply protected 2,4,6-trihydroxycyclohexanones 2a-c (85%-quant.). The configuration of the products was proven by NOESY studies and by chemical correlation.