Stereoselective synthesis of (+)-pilocarpine, an imidazole alkaloid used in ophthalmology (Imidazole Chemistry, Part VII)

Stereoselective synthesis of the imidazo

Stereoselective synthesis of the imidazole alkaloids (+)-pilocarpine and (+)-isopilocarpine. (Imidazole chemistry, Part IX)

✍ 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