SYNTHESIS OF THE ORALLY-ACTIVE SPIROINDOLINE-BASED GROWTH-HORMONE SECRETAGOGUE, MK-677

Authors
MALIGRES PE HOUPIS I ROSSEN K MOLINA A SAGER J UPADHYAY V WELLS KM REAMER RA LYNCH JE ASKIN D VOLANTE RP REIDER PJ HOUGHTON P
Citation
Pe. Maligres et al., SYNTHESIS OF THE ORALLY-ACTIVE SPIROINDOLINE-BASED GROWTH-HORMONE SECRETAGOGUE, MK-677, Tetrahedron, 53(32), 1997, pp. 10983-10992
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
32
Year of publication
1997
Pages
10983 - 10992
Database
ISI
SICI code
0040-4020(1997)53:32<10983:SOTOSG>2.0.ZU;2-W
Abstract
The preparation of the Merck Growth Hormone Secretagogue; MK-677 is de scribed. A Fischer indole/reduction based strategy provides the novel spiroindoline nucleus of this potent compound. This optimized sequence necessitates the isolation of only one intermediate 10 and provides M K-677 in 48% overall yield from isonipecotic acid 3. (C) 1997 Elsevier Science Ltd.