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Communication | Regular issue | Vol 55, No. 5, 2001, pp.835-840
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9172
■ Convenient Syntheses of Fragment B and Linear Main Skeleton [Fragment A-B-C’] Derivatives of an Antibiotic, GE 2270 A

Taishi Suzuki, Atsushi Nagasaki, Kazuo Okumura, and Chung-gi Shin*

*Departmnet of Applied Chemistry, Faculty of Engineering, Kanagawa University, 3-27-1 Rokkakubashi, Kanagawa-ku, Yokohama 221-8686, Japan

Abstract

Convenient synthesis of the protected linear precursor [Fragment A-B-C’] of a macrocyclic antibiotic, GE 2270 A, was achieved by coupling of a 2,3,6-tristhiazolyl-substituted pyridine skeleton [Fragment A-C’] with a thiazoloylthiazole segment [Fragment B]. The Fragment B was synthesized from an appropriate thioamide and β-bromo-α-oxoalkanoate, the latter of which was first derived by consecutive β-bromination and hydrolytic removal of the α-(N-Boc)amino group of an α-dehydroamino acid ester.