3-desoxy-3-dimethylamino-α-D-xylofuranoside de methyle | 143996-21-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-desoxy-3-dimethylamino-α-D-xylofuranoside de methyle
• 英文别名: (2S,3R,4R,5S)-4-(dimethylamino)-5-(hydroxymethyl)-2-methoxyoxolan-3-ol
• CAS: 143996-21-8；143996-22-9
• 化学式: C₈H₁₇NO₄
• 分子量: 191.227
• InChiKey: PSQKOGVVJSGDOJ-CWKFCGSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二甲胺 、 2,3-anhydro-α-D-ribofuranoside de methyle 以 水 为溶剂， 反应 120.0h， 以6%的产率得到3-desoxy-3-dimethylamino-α-D-xylofuranoside de methyle
  参考文献：
  名称：

  Formation competitive d'ions azetidinium, pyrrolidinium et aziridinium lors de la fluoration de quelques dimethylaminopentofuranosides di-O-mesyles

  摘要：

  5-O-mesylated furanosides such as 3-dimethylamino-D-xylo (2-beta and 10-beta) or 2-dimethylamino-D-arabino (1-alpha, 7-alpha and 7-beta) readily afford a new class of bicyclic compounds with an azetidinium or a pyrrolidinium ring ; whenever competitive aziridinium ion can be obtained (in the case of 3,5 or 2,5 dimesylates), formation of four or five-membered ring is mainly observed : these ions seem quite unreactive towards fluorinating agents.

  DOI：

  10.1016/s0040-4020(01)89851-3

文献信息

• Formation competitive d'ions azetidinium, pyrrolidinium et aziridinium lors de la fluoration de quelques dimethylaminopentofuranosides di-O-mesyles
  作者：Marie-Béatrice Giudicelli、Picq Dominique、Anker Daniel

  DOI：10.1016/s0040-4020(01)89851-3

  日期：1992.1

  5-O-mesylated furanosides such as 3-dimethylamino-D-xylo (2-beta and 10-beta) or 2-dimethylamino-D-arabino (1-alpha, 7-alpha and 7-beta) readily afford a new class of bicyclic compounds with an azetidinium or a pyrrolidinium ring ; whenever competitive aziridinium ion can be obtained (in the case of 3,5 or 2,5 dimesylates), formation of four or five-membered ring is mainly observed : these ions seem quite unreactive towards fluorinating agents.