262372-05-4

Upstream product

• 121289-21-2 (1R,3S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-2-methylenecyclohexanol 
• 6485-40-1 (R)-Carvone 
• 121289-20-1 (1S,2S,4R,6R)-2,4-bis(tert-butyldimethylsilyloxy)-1-methyl-7-oxabicyclo[4.1.0]heptane 

Downstream Products

• 328926-58-5 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol 
• 262372-14-5 C₂₆H₂₂ClN₅O₄ 
• 262372-15-6 9-[(1R,4S,5R)-5-benzoyl-4-benzoylmethyl-2-cyclohexenyl]guanine 
• 262372-13-4 9-[(1R,4S,5R)-5-benzoyl-4-benzoylmethyl-2-cyclohexenyl]adenine 
• 262372-04-3 (1R,4S,5R)-9-(5-hydroxy-4-hydroxymethyl-2-cyclohexen-1-yl)guanine 
• 262372-07-6 (1S,4S,5R)-5-benzoyl-4-benzoylmethylcyclohex-2-en-1-ol 
• 262372-12-3 (4S,5R)-5-benzoyl-4-benzoylmethylcyclohex-2-en-1-one 
• 262372-08-7 (1S,2S,3R,5R)-3-benzoyl-2-benzoylmethyl-1,5-di(tert-butyldimethylsilyloxy)cyclohexane 

Relevant academic research and scientific papers

Enantioselective Synthesis and Conformational Study of Cyclohexene Carbocyclic Nucleosides

Enantioselective synthesis of a new family of unsaturated six-membered carbocyclic nucleosides using (R)-(-)-carvone as starting material is described. Introduction of the base moiety via Mitsunobu reaction proceeded regio- and stereoselectively and with good chemical yield, while the Pd-coupling approach failed. 1H NMR study and molecular modeling show the adenine compound exists in an equilibrium of 3H2 and 2H3 conformers (ratio 7:3) in favor of the 3′-endo half-chair conformation, with the base oriented in a pseudoaxial position. This conformational preference can be explained by the π→σ*C1′-N1 interaction involving the antibonding orbital of the C1′-N bond.