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Stereoselective synthesis of (+)-CP-99,994: A substance P non-peptide antagonist

✍ Scribed by S. Chandrasekhar; Pradyumna K. Mohanty

Book ID
104261766
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
119 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

A highly stereoflexible total synthesis of (+)-CP-99,994 is achieved starting, from (S)-serine, key steps being a diastereoselective Grignard addition, a one-pot reductive protection of an azide, and one-pot oxidative Wittig olefination.

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Practical enantiospecific synthesis of RPR 111905: A novel non-peptide substance P antagonist
✍ StΓ©phane Mutti; Christophe DaubiΓ©; JoΓ«l Malpart; Xavier Radisson πŸ“‚ Article πŸ“… 1996 πŸ› Elsevier Science 🌐 French βš– 193 KB

The synthesis of enantiomerically pure RPR 111905 was achieved in twelve steps with an overall yield of 6.9%. The synthetic strategy was based on a Diels-Alder reaction to generate the bicyclic framework and the asymmetry was introduced by resolution.