FORMATION OF AN UNEXPECTED 2-DEOXY-ALPHA-D-THREO-PENTOFURANOSYL AZIDE BY REACTION OF O2, 3'-ANHYDRO-5'-O-TRITYL-2'-DEOXYCYTIDINE WITH LITHIUM AZIDE

被引:5
作者
MIKHAILOPULO, IA [1 ]
ZAITSEVA, GV [1 ]
VAAKS, EV [1 ]
ROSEMEYER, H [1 ]
SEELA, F [1 ]
机构
[1] UNIV OSNABRUCK,FACHBEREICH BIOL CHEM,ORGAN & BIOORGAN CHEM LAB,W-4500 OSNABRUCK,GERMANY
来源
NUCLEOSIDES & NUCLEOTIDES | 1992年 / 11卷 / 2-4期
关键词
D O I
10.1080/07328319208021702
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Reaction of O2,3'-anhydro-5'-O-trityl-2'-deoxycytidine (1) with LiN3 in DMF resulted in the formation of 1-(3-azido-2,3-dideoxy-5-O-trityl-beta-D-erythro-pentofuranosyl)cytosine (2) and 3-O-(4-amino-1,3-pyrimidin-2-yl)-5-O-trityl-2-deoxy-alpha-D-threo-pentofuranosyl azide (3) 2:3 = 1:1) in 88% yield. Compound 3 was deprotected with 80% aqueous AcOH yielding 4.
引用
收藏
页码:273 / 278
页数:6
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