Regioselective glycosylation:: Synthesis of α-indoline nucleosides

被引:9
|
作者
Brown, KL [1 ]
Chandra, T
Zou, S
Valente, EJ
机构
[1] Ohio Univ, Dept Chem & Biochem, Athens, OH 45701 USA
[2] Mississippi Coll, Dept Chem, Clinton, MS USA
关键词
coenzyme B-12; biosynthesis; regioselective; glycosylation;
D O I
10.1081/NCN-200067398
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
Novel indoline ribonucleosides with the alpha-N-glycoside configuration are synthesized with very high regioselectivily in 90-96% yield, using TMS protected indolines and 2,3-O-(1-methylethylidene)-5-O-(triphenylmethyl)-alpha/beta-D-ribofuranose. The structures of these ribonucleosides were elucidated with X-ray crystallography as well as 2D (NOESY COSY and HMQC) NMR spectroscopy.
引用
收藏
页码:1147 / 1165
页数:19
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