SYNTHESIS AND CARBON UNIT TRANSFER-REACTIONS OF METHYL-SUBSTITUTED N-5,N-10-METHENYL-TETRAHYDROFOLATE COENZYMES

Citation
Bj. Zhao et al., SYNTHESIS AND CARBON UNIT TRANSFER-REACTIONS OF METHYL-SUBSTITUTED N-5,N-10-METHENYL-TETRAHYDROFOLATE COENZYMES, Gaodeng xuexiao huaxue xuebao, 19(7), 1998, pp. 1095-1100
Citations number
10
Categorie Soggetti
Chemistry
ISSN journal
02510790
Volume
19
Issue
7
Year of publication
1998
Pages
1095 - 1100
Database
ISI
SICI code
0251-0790(1998)19:7<1095:SACUTO>2.0.ZU;2-U
Abstract
Acetamide reacts with 1,2-diaminoethane to yield diacyl ethylenediamin e , and the consecutive reaction with magnesium and m(or p) -nitrophen ylsulfonyl chloride and methyl iodide gives 1,2-dimethyl-3-m(or p) -ni trophenylsulfonyl imidazolinium salts that serve as the models of N-5, N-10-C+R-tetrahydrofolate (THF) coenzymes(2a, 2b). The latter salts w ith monofunctional nitrogen nucleophiles (p-methyl aniline, p-methoxy aniline and so on) and carbon nucleophiles (malononitrile) give the in termediate of ethylidyne transfer reaction. Bifunctional nucleophiles (1, 2-diaminobenzene, 8-aminophenol) react with 2a and 2b to yield eth ylidyne transfer products.