[6R-(6α,7β,8α,8aα)]-hexahydro-5H-thiazolo[3,2-a]pyridine-6,7,8-triol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: [6R-(6α,7β,8α,8aα)]-hexahydro-5H-thiazolo[3,2-a]pyridine-6,7,8-triol
• 英文别名: (6R,7S,8R,8aS)-3,5,6,7,8,8a-hexahydro-2H-[1,3]thiazolo[3,2-a]pyridine-6,7,8-triol
• 化学式: C₇H₁₃NO₃S
• 分子量: 191.251
• InChiKey: OLUXKDYGHOSACZ-UCROKIRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  89.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 在 四甲基溴化铵 、 sodium carbonate 、 三氟乙酸 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.25h， 生成 [6R-(6α,7β,8α,8aα)]-hexahydro-5H-thiazolo[3,2-a]pyridine-6,7,8-triol
  参考文献：
  名称：

  Bicyclic azasugars containing a glycosidic heteroatom: D-xylose analogues

  摘要：

  Bicyclic azasugar analogues of D-xylose containing a glycosidic heteroatom have been prepared and characterized by X-ray crystallography and NMR spectroscopy. Compounds in which the glycosidic heteroatom is N (substituted with H or CH3), O, and S have been prepared, and the ring fused to the azasugar ring has been 5- or 6-membered; 7-membered analogues are either unstable or do not form. alpha-Anomers are present when the glycosidic heteroatom is O or S but not N, and even then they are less favored than the corresponding beta-anomers. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00335-x

文献信息

• Bicyclic azasugars containing a glycosidic heteroatom: D-xylose analogues
  作者：David A. Berges、Jianmei Fan、Sylvie Devinck、Nannan Liu、N. Kent Dalley

  DOI：10.1016/s0040-4020(99)00335-x

  日期：1999.5

  Bicyclic azasugar analogues of D-xylose containing a glycosidic heteroatom have been prepared and characterized by X-ray crystallography and NMR spectroscopy. Compounds in which the glycosidic heteroatom is N (substituted with H or CH3), O, and S have been prepared, and the ring fused to the azasugar ring has been 5- or 6-membered; 7-membered analogues are either unstable or do not form. alpha-Anomers are present when the glycosidic heteroatom is O or S but not N, and even then they are less favored than the corresponding beta-anomers. (C) 1999 Elsevier Science Ltd. All rights reserved.