APPLICATION OF REMOTE PHOTOCYCLIZATION WITH A PAIR SYSTEM OF PHTHALIMIDE AND METHYLTHIO GROUPS - A PHOTOCHEMICAL-SYNTHESIS OF CYCLIC PEPTIDE MODELS

被引:17
作者
SATO, Y [1 ]
NAKAI, H [1 ]
WADA, M [1 ]
MIZOGUCHI, T [1 ]
HATANAKA, Y [1 ]
KANAOKA, Y [1 ]
机构
[1] HOKKAIDO UNIV, FAC PHARMACEUT SCI, KITA KU, SAPPORO, HOKKAIDO 060, JAPAN
关键词
PHOTOCHEMISTRY; REGIOSELECTIVE REMOTE PHOTOCYCLIZATION; SULFIDE-CONTAINING PHTHALIMIDE; DONOR ACCEPTOR PAIR SYSTEM; MACROCYCLIC SYNTHESIS; CYCLIC PEPTIDE MODEL;
D O I
10.1248/cpb.40.3174
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Application of regioselective remote photocyclization of a pair system consisting of a phthalimide group and a methylthio group to a homologous series of N-substituted phthalimides (4 and 5) possessing a terminal sulfide function in the amide side chain was investigated. On irradiation, medium to large membered cyclic peptide-like compunds (6, 7 and 9), up to a thirty-eight membered ring product (6f), were synthesized in moderate yields.
引用
收藏
页码:3174 / 3180
页数:7
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