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化学学报
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化学学报 ›› 1997, Vol. 55 ›› Issue (4): 411-416. 上一篇    

研究论文

2-氨基-5-硫代-噻二唑啉-β-D-核呋喃糖苷的合成

张云岩;丁芸;张一兵;陈耀全   

  1. 中国科学院上海有机化学研究所;中国科学院生命有机化学国家重点实验室
  • 发布日期:1997-04-15

Synthesis of 2-amino-5-thio-thiadiazoline-β-D-ribofuranosides

ZHANG YUNYAN;DING YUN;ZHANG YIBING;CHEN YAOQUAN   

  • Published:1997-04-15

PDF

848

被引次数

2

2-氨基-5-硫代-1,3,4-噻二唑啉和1-O-乙酰-2,3,5-三-O-苯甲酰核呋喃糖通过熔融缩合和Vorbruggen缩合, 所得两个产物经^1H, ^1^3C NMR, 质谱以及X射线结晶学分析, 鉴定为位置异构体2-亚氨基-5-硫代-1,2,4-噻二唑啉-3-β-D-核呋喃糖苷和2-氨基-5-硫代-1,3,4-噻二唑啉-4-β-D-核呋喃糖苷。

关键词: 碳13核磁共振谱法, 呋喃 P, 质子磁共振谱法, 糖苷, 异构体, 噻二唑 P, 核糖核苷

Condensation of 2-amino-5-thio-1,3,4-thiadiazoline with 1-O-acetyl -2,3,5-tri-O-benzoylribofuranose by both fusion and Vorbruggen procedure gave rise to two products, which were isolated and characterized to be positional isomers of amino-thio-thiadiazoline ribofuranoside by elemental analysis, ^1H, ^1^3C NMR and mass spectra. The structures of the products were assigned by crystallographic analysis and ^1H NMR to be 4-(β-D-ribofuranosyl)-2-amino-5-thio-1,3,4 -thiadiazoline and 3-(β-D-ribofuranosyl)-2-imino-5-thio-1,2,4- thiadiazoline.

Key words: C13 NMR SPECTROMETRY, FURAN P, PROTON MAGNETIC RESONANCE SPECTROMETRY, GLYCOSIDE, ISOMER, THIADIAZOLE P, RIBONUCLEOSIDE

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