A convergent synthesis approach towards CGP60536B, a non-peptide orally potent renin inhibitor, via an enantiomerically pure ketolactone intermediate

Author:

Rüeger Heinrich,Stutz Stefan,Göschke Richard,Spindler Felix,Maibaum Jürgen

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference16 articles.

1. Maibaum, J.; Stutz, S.; Göschke, R.; Rigollier, P.; Yamaguchi, Y.; Schilling, W.; Wood, J. M. XVth EFMC International Symposium on Medicinal Chemistry; Edinburgh (UK), 6–10 September 1998, Abstract Book, p. 230.

2. Synthetic and enzyme inhibition studies of pepstatin analogs containing hydroxyethylene and ketomethylene dipeptide isosteres

3. A convergent synthesis of the renin inhibitor CGP60536B

4. Asymmetric dihydroxylation of the N,N-disubstituted carboxamide 3 using the modified AD-mix-β reagent (cf. Bennani, Y. L.; Sharpless, B. K. Tetrahedron Lett. 1993, 2079–2082) was unsuccessful, resulting in a 1:1 mixture of diastereomers 4.

5. Prepared according to Evans, D. A.; Ennis, M. D.; Mathre, D. J. J. Am. Chem. Soc. 1982, 104, 1737–1739.

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