Abstract
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 β-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.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 97-105 |
| Number of pages | 9 |
| Journal | Journal of Molecular Catalysis B: Enzymatic |
| Volume | 21 |
| Issue number | 3 |
| DOIs | |
| State | Published - Jan 16 2003 |
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All Science Journal Classification (ASJC) codes
- Catalysis
- Bioengineering
- Biochemistry
- Process Chemistry and Technology
Cite this
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Microbial C-hydroxylation and β-4-O-methylglucosidation of methyl-benzamide 7-azanorbornane ethers with Beauveria bassiana. / Olivo, Horacio F.; Peeples, Tonya L.; Ríos, María Yolanda; Velázquez, Francisco; Kim, Jin Woo; Narang, Someet.
In: Journal of Molecular Catalysis B: Enzymatic, Vol. 21, No. 3, 16.01.2003, p. 97-105.Research output: Contribution to journal › Article
TY - JOUR
T1 - Microbial C-hydroxylation and β-4-O-methylglucosidation of methyl-benzamide 7-azanorbornane ethers with Beauveria bassiana
AU - Olivo, Horacio F.
AU - Peeples, Tonya L.
AU - Ríos, María Yolanda
AU - Velázquez, Francisco
AU - Kim, Jin Woo
AU - Narang, Someet
PY - 2003/1/16
Y1 - 2003/1/16
N2 - 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 β-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.
AB - 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 β-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.
UR - http://www.scopus.com/inward/record.url?scp=0346485691&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0346485691&partnerID=8YFLogxK
U2 - 10.1016/S1381-1177(02)00081-4
DO - 10.1016/S1381-1177(02)00081-4
M3 - Article
AN - SCOPUS:0346485691
VL - 21
SP - 97
EP - 105
JO - Journal of Molecular Catalysis - B Enzymatic
JF - Journal of Molecular Catalysis - B Enzymatic
SN - 1381-1177
IS - 3
ER -