Synthesis of 3-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propanoic acid - A Functionalized Base Derivative of the & ucleoside Antibiotic Tubercidin

被引:1
作者
Rosemeyer, Helmut [1 ]
机构
[1] Univ Osnabruck, Inst Chem, Organ Chem Bioorgan Chem 1, Fachbereich Biol Chem, Barbarastr 6, D-49069 Osnabruck, Germany
关键词
7-Deazaadenine; Tubercidin; Functionalization;
D O I
10.3390/M555
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regioselective N-alkylation of 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine (1) with ethyl 3-bromopropionate under liquid-liquid phase-transfer reaction conditions and further saponification of the ester function under formation of compound 3b is described. Subsequent SNAr substitution of the 4-chloro substituent by an amino function and reductive removal of the 2-methylthio group of 3b gives, via 4a, the title compound 4b.
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页数:3
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