205681-06-7

Upstream product

• 35692-59-2 (1S,2S,4S,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol 
• 6485-40-1 (R)-Carvone 
• 36616-60-1 (1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 205681-04-5 (1S,2S,3R,5R)-3-benzyloxy-1,5-bis(tert-butyldimethylsilyloxy)-2-(hydroxymethyl)cyclohexane 
• 121289-21-2 (1R,3S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-2-methylenecyclohexanol 
• 121289-20-1 (1S,2S,4R,6R)-2,4-bis(tert-butyldimethylsilyloxy)-1-methyl-7-oxabicyclo[4.1.0]heptane 
• 121289-19-8 tert-butyl-[(1S,2S,4R,6R)-4-iso-propenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yloxy]dimethylsilane 
• 205681-01-2 (1S,2S,4R,6R)-2-(tert-butyldimethylsilyloxy)-4-acetyl-1-methyl-7-oxabicyclo[4.1.0]heptane 
• 205681-03-4 (1S,3R,5R)-3-benzyloxy-1,5-bis(tert-butyldimethylsilyloxy)-2-methylenecyclohexane 
• 132870-50-9 (1S,2S,4R,6R)-2-(tert-butyldimethylsilyloxy)-4-acetyloxy-1-methyl-7-oxabicyclo[4.1.0]heptane 
• 132870-51-0 (1R,3R,5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-ol 

Downstream Products

• 1027205-48-6 ((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane 
• 205681-14-7 (2R,5R,7R,9S,10S)-7-guanin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine 
• 205681-11-4 (2R,5R,7R,9S,10S)-7-adenin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine 
• 205681-15-8 (1S,2R,3R,5S)-5-guanin-9-yl-3-benzyloxy-2-(hydroxymethyl)cyclohexanol 
• 205681-12-5 (1S,2R,3R,5S)-5-adenin-9-yl-3-benzyloxy-2-(hydroxymethyl)cyclohexanol 
• 205681-09-0 Benzoic acid (2R,4aS,5R,7S,8aS)-5-benzyloxy-2-phenyl-hexahydro-benzo[1,3]dioxin-7-yl ester 
• 205681-10-3 (2R,5R,7S,9S,10S)-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxin-7-ol 
• 205681-08-9 (2R,5R,7R,9S,10S)-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxin-7-ol 
• 90-01-7 salicylic alcohol 
• 205681-07-8 (2R,5R,7R,9S,10S)-5-benzyloxy-7-(tert-butyldimethylsilyloxy)-2-phenylhexahydrobenzo[1.3]dioxine 

Relevant academic research and scientific papers

A novel and enantioselective approach to the synthesis of cyclohexane carbocyclic nucleosides starting from (-)-carvone

3,5-dihydroxy-4-(hydroxymethyl)-1-cyclohexanyl adenine has been synthesized starting from (-)-carvone. The adenine base was introduced via Mitsunobu reaction. Conformational analysis showed that the base still adopts the equatorial position at the expense of three axial substituents.

Enantioselective approach to the synthesis of cyclohexane carbocyclic nucleosides

(R)-(-)-Carvone was used as starting material for the synthesis of a new series of 2-(hydroxymethyl)-cyclohexane-1,3-diol nucleosides. The enantioselective precursors of the nucleoside analogues were obtained via a stereo- and regioselective hydroboration reaction. The compounds have equatorial oriented base moieties despite the presence of three other axial substituents.