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Syntheses of the racemic jaborandi alkaloids pilocarpine, isopilocarpine and pilosinine

✍ Scribed by Stephen G. Davies; Paul M. Roberts; Peter T. Stephenson; James E. Thomson


Book ID
104096401
Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
548 KB
Volume
50
Category
Article
ISSN
0040-4039

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Stereoselective synthesis of the imidazo
✍ A. Noordam; L. Maat; H. C. Beyerman 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 727 KB

## Abstract A novel synthesis of (+)‐pilocarpine (**10a**) is described. L‐Histidine is converted into methyl (R)‐2‐bromo‐3‐(l‐methyl‐5‐imidazolyl)propionate (**5**) in which the configuration has been inverted. Alkylation of dibenzyl ethylmalonate with 5 yields the imidazole compound **6**, again