Microbial C-hydroxylation and beta-4-O-methylglucosidation of methyl-benzamide 7-azanorbomane ethers with Beauveria bassiana

作者：Olivo HF^*; Peeples TL; Rios MY; Velazquez F; Kim JW; Narang S

来源：Journal of Molecular Catalysis B: Enzymatic , 2003, 21(3): 97-105.

DOI：10.1016/S1381-1177(02)00081-4

• 7-azanorbornanes
• C-hydroxylation
• O-demethylation
• beta-4-O-methylglucosidation
• Beauveria bassiana

N-Substituted 7-azanorbornanes were prepared by acylation of easily accessible 7-azanorbornane hydrochloride. Derivatives possessing an electron-withdrawing docking/protecting group and bearing an aryl methylether were subjected to biotransformation with the fungus Beauveria bassiana ATCC 7159. O-Demethylation and beta-4-O-methylglucosidation reactions were observed for the major metabolite in this biotransformation (isolation yields: 6, 30%; 11a, 44%; 11b, 47%; 11c, 14%). C-Hydroxylation on an unfunctionalized carbon was also observed in most of the cases.

• 出版日期2003-1-16