Synthesis of the Heterocyclic Core of the GE 2270 Antibiotics and Structure Elucidation of a Major Degradation Product | Zendy

Heckmann Golo | Zendy; Bach Thorsten | Zendy

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Synthesis of the Heterocyclic Core of the GE 2270 Antibiotics and Structure Elucidation of a Major Degradation Product

Author(s) -

Heckmann Golo,

Bach Thorsten

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200461715

Subject(s) - diastereomer , pyridine , degradation (telecommunications) , sequence (biology) , product (mathematics) , stereochemistry , chemistry , combinatorial chemistry , organic chemistry , computer science , biochemistry , mathematics , telecommunications , geometry

Two birds were killed with one stone by the synthesis of the trisubstituted pyridine ( R , R )‐ 1 and its diastereoisomer. In a short synthetic sequence for the construction of the GE 2270 thiazolyl peptides, 2,3,6‐tribromopyridine was converted into pyridine 1 in only four steps (Bn=benzyl). In addition, the absolute and relative configuration of a major degradation product of GE 2270A was proven.

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