Synthesis and affinity studies of himbacine derived muscarinic receptor antagonists
β Scribed by Ling-Jie Gao; Magali Waelbroeck; Sven Hofman; Dirk Van Haver; Marco Milanesio; Davide Viterbo; Pierre J De Clercq
- Book ID
- 108477238
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- English
- Weight
- 117 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0960-894X
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## Abstract For Abstract see ChemInform Abstract in Full Text.
A correlation between three molecular connectivity indexes and the muscarinic receptor affinity of 104 acetylcholine antagonists was found. Analysis of structure from these indexes reveals not only the importance of the onium and the bulky portions of the molecule but also their virtual independence
The title total synthesis was achieved by a method featuring highly stereoselective intermolecular Diels-Alder reaction of the tetrahydroisobenzofuran 5 with the chiral butenolide 6 as the key step. The cycloadduct 4 was converted to the title alkaloid by way of the known sulfone 2 in 17 steps.