A PRACTICAL SYNTHESIS OF 5-(CHLOROMETHYL)FURO[2,3-B]PYRIDINE, A KEY INTERMEDIATE FOR THE HIV PROTEASE INHIBITOR, L-754,394

Authors
BHUPATHY M CONLON DA WELLS KM NELSON JR REIDER PJ ROSSEN K SAGER JW VOLANTE RP DORSEY BD HOFFMAN JM JOSEPH SA MCDANIEL SL
Citation
M. Bhupathy et al., A PRACTICAL SYNTHESIS OF 5-(CHLOROMETHYL)FURO[2,3-B]PYRIDINE, A KEY INTERMEDIATE FOR THE HIV PROTEASE INHIBITOR, L-754,394, Journal of heterocyclic chemistry, 32(4), 1995, pp. 1283-1287
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
32
Issue
4
Year of publication
1995
Pages
1283 - 1287
Database
ISI
SICI code
0022-152X(1995)32:4<1283:APSO5A>2.0.ZU;2-S
Abstract
A practical synthesis of 5-(chloromethyl)furo[2,3-b]pyridine (10), the side chain used to incorporate a key pharmacophore of the HIV proteas e inhibitor, L-754,394, is described. The synthesis was accomplished i n ten steps and in 15% overall yield from commercially available methy l 2-furoate.