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Double Cyclization of Bis(α‐hetarylmethyl)amino Esters to Optically Active Bridged N‐Heterocycles of HIV‐Inhibiting Activitv

Title data

Faltz, Heike ; Bender, Christoph ; Wöhrl, Birgitta ; Vogel‐Bachmayr, Karin ; Hübscher, Ullrich ; Ramadan, Kristijan ; Liebscher, Jürgen:
Double Cyclization of Bis(α‐hetarylmethyl)amino Esters to Optically Active Bridged N‐Heterocycles of HIV‐Inhibiting Activitv.
In: European Journal of Organic Chemistry. (2004) Issue 16 . - pp. 3484-3496.
ISSN 1099-0690
DOI: https://doi.org/10.1002/ejoc.200400136

Abstract in another language

Anellated 1‐azabicyclo[3.3.1]nonanes 6 were synthesized by several routes starting from natural α‐amino esters 2 and o‐haloaryl‐ or o‐bromohetarylmethyl bromides 1. N‐Alkylation of the starting amino esters to 5 and 3 was followed by halogen/lithium exchange and double cyclization. The cyclization products 6 exhibit interesting inhibition of RNase H and DNA‐polymerase activity of reverse transcriptase (RT) of HIV‐1 at concentrations where human cellular DNA polymerases are not affected.

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Biopolymers
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Biopolymers > Lehrstuhl Biopolymere - Apl. Prof. Dr. Birgitta Wöhrl
Result of work at the UBT: Yes
DDC Subjects: 500 Science > 540 Chemistry
500 Science > 570 Life sciences, biology
Date Deposited: 17 May 2019 06:20
Last Modified: 17 May 2019 06:20
URI: https://eref.uni-bayreuth.de/id/eprint/48955