Events The 1st International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

10.3390/ecsoc-1-02032

This submission belongs to the session a. General Organic Synthesis of the event The 1st International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Sep, 1997

Citation

P. Rüedi, U. Ringeisen, W. Ganci, Synthesis of Rigid Acetylcholine Mimics as Inhibitors of Serine Hydrolases, in Proceedings of The 1st International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1997, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-1-02032

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Synthesis of Rigid Acetylcholine Mimics as Inhibitors of Serine Hydrolases

W. Ganci ¹

U. Ringeisen ¹

P. Rüedi ¹

1. Institute of Organic Chemistry, University of Zurich,Winterthurerstrasse 190, CH-8057 Zurich, Switzerland

Abstract

In continuation of our investigations concerning the regio- and stereo-chemical course of the inhibition of serine hydrolases (chymotrypsin, acetylcholinesterase) (F.A. Merckling, P. Rüedi, Chimia 1994, 48, 279) we have prepared conformationally restricted organophosphates of the cis- and trans-az(oni)adecaline type. Related compounds proved to be good probes for the investigation of stereochemical implications by 31P-NMR spectroscopy (W. Ganci, E.J.M. Meier, F.A. Merckling, G. Przibille, U. Ringeisen, P. Rüedi, Chimia 1996, 50, 345; iid. Helv. Chim. Acta, 1997, 80, 421).

Keywords

n/a

Synthesis, ee-Determination and Absolute Configuration of Chiral Organophosphorus Inhibitors of Serine Hydrolases

Site-Selective Incorporation of Thioamide-Linkages into a Growing Peptide via Variation of the 'Azirine/Oxazolone Method'