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The synthesis and activity of spiroindane growth hormone secretagogues

✍ Scribed by James R. Tata; Ravi P. Nargund; Marcia M. Murphy; David B.R. Johnston; Arthur A. Patchett; Kang Cheng; Liente Wei; Wanda W.-S. Chan; Bridget Butler; Thomas M. Jacks; Gerard Hickey; Roy Smith


Book ID
104364888
Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
246 KB
Volume
7
Category
Article
ISSN
0960-894X

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✦ Synopsis


The synthesis and activities of a series of spiroindane growth hormone secretagogues is reported. Modification of the benzylic position of the spiroindane has resulted in a dramatic increase in potency resulting in subnanomolar peptidomimetic growth hormone secretagogues. In vivo data demonstrating the good oral activity of these analogs is reported.


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Synthesis of the orally active spiroindo
✍ Peter E. Maligres; Ioannis Houpis; Kai Rossen; Audrey Molina; Jess Sager; Veena πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 706 KB

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