Tetrahedron

Synthesis of the orally active spiroindoline-based growth hormone secretagogue, MK-677

…, I Houpis, K Rossen, A Molina, J Sager, V Upadhyay…

Index: Maligres, Peter E.; Houpis, Ioannis; Rossen, Kai; Molina, Audrey; Sager, Jess; Upadhyay, Veena; Wells, Kenneth M.; Reamer, Robert A.; Lynch, Joseph E.; Askin, David; Volante; Reider, Paul J.; Houghton, Peter Tetrahedron, 1997 , vol. 53, # 32 p. 10983 - 10992

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Citation Number: 61

Abstract

The preparation of the Merck Growth Hormone Secretagogue; MK-677 is described. 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 MK-677 in 48% overall yield from isonipecotic acid 3.