1-cyano-2-(α-D-mannopyranosyl)ethane | 157364-04-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-cyano-2-(α-D-mannopyranosyl)ethane
• 英文别名: 3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]propanenitrile
• CAS: 157364-04-0
• 化学式: C₉H₁₅NO₅
• 分子量: 217.222
• InChiKey: XQIIWTQYDJZZIJ-JGKVKWKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  114
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-cyano-2-(α-D-mannopyranosyl)ethane 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 生成 3-(α-D-mannopyranosyl)propanoic acid
  参考文献：
  名称：

  Design and synthesis of mannose analogues as inhibitors of α-mannosidase

  摘要：

  A series of N-, C- and S- mannopyranosyl derivatives (4,9-16) have been synthesised and their inhibitory activity tested towards jackbean proportional to-mannosidase (EC 3.2.1.24). These compounds are of mechanistic and synthetic interest in the design of new proportional to-mannosidase inhibitors.

  DOI：

  10.1016/s0040-4020(01)81349-1
• 作为产物：
  描述：

  2,3,4,6-四-O-乙酰基-1-溴-Alpha-D-甘露糖 在 三正丁基氢锡 、 sodium methylate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 31.0h， 生成 1-cyano-2-(α-D-mannopyranosyl)ethane
  参考文献：
  名称：

  Design and synthesis of mannose analogues as inhibitors of α-mannosidase

  摘要：

  A series of N-, C- and S- mannopyranosyl derivatives (4,9-16) have been synthesised and their inhibitory activity tested towards jackbean proportional to-mannosidase (EC 3.2.1.24). These compounds are of mechanistic and synthetic interest in the design of new proportional to-mannosidase inhibitors.

  DOI：

  10.1016/s0040-4020(01)81349-1

文献信息

• Second generation of thiazolylmannosides, FimH antagonists for E. coli-induced Crohn's disease
  作者：T. Chalopin、D. Alvarez Dorta、A. Sivignon、M. Caudan、T. I. Dumych、R. O. Bilyy、D. Deniaud、N. Barnich、J. Bouckaert、S. G. Gouin

  DOI：10.1039/c6ob00424e

  日期：——

  The chemical stability of potentE. colianti-adhesives was improved by substitution of the anomeric nitrogen by short linkers.

  E. coli抗粘附剂的化学稳定性通过用短连接剂替代异构氮得到改善。
• Design and synthesis of mannose analogues as inhibitors of α-mannosidase
  作者：Sanat K. Maity、Samir K. Dutta、Asish K. Banerjee、Basudeb Achari、Manoranjan Singh

  DOI：10.1016/s0040-4020(01)81349-1

  日期：1994.1

  A series of N-, C- and S- mannopyranosyl derivatives (4,9-16) have been synthesised and their inhibitory activity tested towards jackbean proportional to-mannosidase (EC 3.2.1.24). These compounds are of mechanistic and synthetic interest in the design of new proportional to-mannosidase inhibitors.