Concepedia

The Pictet-Spengler Reaction on L-Histidine. Preparation of Conformationally Restricted (+)-Pilocarpine Analogs

M. DEL MAR SANCHEZ‐SANCHEZ, Luis Ma. Tel-Alberdi, M. J. RIOSERAS, Marı́a del Rosario Rico Ferreira, Francisco Bermejo González

Bulletin of the Chemical Society of Japan · 1993 · 12 citations · 7 references

DOI

Concepts

Abstract

Abstract The total regioselective synthesis of the rigid (+)-pilocarpine analogs 4—6 starting from L-histidine is described. The Pictet-Spengler condensation is used to prepare the tetrahydroimidazopyridine moiety present in the structure of these tricyclic derivatives.

References

7

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Michael J. S. Dewar, Walter Thiel · Journal of the American Chemical Society · 1977 · 5.1K citations

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Ground states of molecules. 39. MNDO results for molecules containing hydrogen, carbon, nitrogen, and oxygen

Michael J. S. Dewar, Walter Thiel · Journal of the American Chemical Society · 1977 · 1.3K citations

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Cyclic carbamate analogs of pilocarpine

Per Sauerberg, Elizabeth WoldeMussie, Henry Rapoport · Journal of Medicinal Chemistry · 1989 · 31 citations

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A convenient synthesis of <i>L</i>‐1‐methylhistidine and <i>L</i>‐1‐ethylhistidine

H. C. Beyerman, L. Maat, A. van Zon · Recueil des Travaux Chimiques des Pays-Bas · 1972 · 20 citations

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Recognition of cholinergic agonists by the muscarinic receptor. 2. Pilocarpine

Jerome M. Schulman, Rosalie C. Peck, Raymond L. Disch · Journal of Medicinal Chemistry · 1991 · 18 citations

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