Synthesis and x‐ray study of novel azofurazan‐annulated macrocyclic lactams | Zendy

Sheremetev Aleksei B. | Zendy; Aleksandrova Nataliya S. | Zendy; Dmitriev Dmitrii E. | Zendy; Averkiev Boris B. | Zendy; Antipin Mikhail Yu. | Zendy

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Synthesis and x‐ray study of novel azofurazan‐annulated macrocyclic lactams

Author(s) -

Sheremetev Aleksei B.,

Aleksandrova Nataliya S.,

Dmitriev Dmitrii E.,

Averkiev Boris B.,

Antipin Mikhail Yu.

Publication year - 2005

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570420408

Subject(s) - chemistry , cyanoacetic acid , piperazine , lactam , carboxylic acid , organic chemistry , stereochemistry

Reaction of 1,4‐di‐(3‐aminofurazan‐4‐oyl)piperazine 4 with dibromoisocyanurate (DBI) affords azofurazan‐annulated macrocyclic lactam 7 ; the X‐ray structure of the macrocycle 7 is reported. The synthesis was started with 3‐aminofurazan‐4‐carboxylic acid 1 . A one‐pot method for preparation of the amino acid was elaborated from commercially available cyanoacetic ester. Amides of the acid have been prepared via the esterification and subsequent animation.

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