100986-39-8Relevant articles and documents
Novel 6-substituted 8-azabicyclo [3.2.1.] octanes as potential opiate agonists and antagonists
Dewar,Parfitt,Sheh
, p. 228 - 234 (2007/10/02)
Reaction of 8-methyl-8-azabicyclo[3.2.1]octan-6-one (tropan-6-one) with aryl magnesium halides selectively yields 6β-aryl-6α-hydroxy-8-methyl-8-azabicyclo[3.2.1]octanes (6β-aryl-6α-hydroxytropanes). 1H nmr studies supporting the assignment are presented, together with 13C data of these alcohols and various derivatives prepared as potential agonists and antagonists of opiate receptors. The results from 1H nmr studies of 6-hydroxytropan-3-one, the synthesis of which was reported in 1952, support the assigned 6β-hydroxy stereochemistry.