2-Acetylamino-4-((2R,3R,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-yl)-butyric acid methyl ester | 179929-10-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Acetylamino-4-((2R,3R,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-yl)-butyric acid methyl ester
• CAS: 179929-10-3
• 化学式: C₁₆H₂₅NO₉
• 分子量: 375.376
• InChiKey: FZOPIDKOGQZMHW-UWJNYQCQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.32
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  126.46
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-Acetylamino-4-((2R,3R,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-yl)-butyric acid methyl ester 在 4-二甲氨基吡啶 、 三氟甲磺酸三甲基硅酯 、 氨 作用下， 以 甲醇 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 24.67h， 生成 2-Amino-4-[(2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-butyric acid
  参考文献：
  名称：

  Relationship Between Chemical Structure and Antileishmanial Effect of Sinefungine Analogues

  摘要：

  The synthesis of various analogues of sinefungin (1), having structures 2-5, has been developed by means of an original approach which uses radical chemistry. The study of their biological activities revealed that for the antileishmanial effect of sinefungin, the presence of the amino group at C-6' in the (S)-configuration and the presence of the carboxyl group at C-9' are necessary.

  DOI：

  10.1080/07328319608007381
• 作为产物：
  描述：

  2-乙酰胺基丙烯酸甲酯 在 copper(l) iodide 、 对甲苯磺酸 、 锌 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 乙醚 、 水 为溶剂， 生成 2-Acetylamino-4-((2R,3R,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-yl)-butyric acid methyl ester
  参考文献：
  名称：

  Relationship Between Chemical Structure and Antileishmanial Effect of Sinefungine Analogues

  摘要：

  The synthesis of various analogues of sinefungin (1), having structures 2-5, has been developed by means of an original approach which uses radical chemistry. The study of their biological activities revealed that for the antileishmanial effect of sinefungin, the presence of the amino group at C-6' in the (S)-configuration and the presence of the carboxyl group at C-9' are necessary.

  DOI：

  10.1080/07328319608007381