2-氨基-5-硫代-噻二唑啉-β-D-核呋喃糖苷的合成

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

2-氨基-5-硫代-1,3,4-噻二唑啉和工-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,^(13)C 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.

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,13C NMR and mass spectra. The structuresof 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.