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General Synthesis of 3‐Azabicyclo[3.1.1]heptanes and Evaluation of Their Properties as Saturated Isosteres.

Authors :
Dibchak, Dmitry
Snisarenko, Mariya
Mishuk, Artem
Shablykin, Oleh
Bortnichuk, Lina
Klymenko‐Ulianov, Oleksii
Kheylik, Yurii
Sadkova, Iryna V.
Rzepa, Henry S.
Mykhailiuk, Pavel K.
Source :
Angewandte Chemie International Edition. 9/25/2023, Vol. 62 Issue 39, p1-8. 8p.
Publication Year :
2023

Abstract

A general approach to 3‐azabicyclo[3.1.1]heptanes by reduction of spirocyclic oxetanyl nitriles was developed. The mechanism, scope, and scalability of this transformation were studied. The core was incorporated into the structure of the antihistamine drug Rupatidine instead of the pyridine ring, which led to a dramatic improvement in physicochemical properties. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
14337851
Volume :
62
Issue :
39
Database :
Academic Search Index
Journal :
Angewandte Chemie International Edition
Publication Type :
Academic Journal
Accession number :
171998895
Full Text :
https://doi.org/10.1002/anie.202304246