2-Acetylamino-6-[(2R,3R,4R,5R)-3,4-diacetoxy-5-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester | 179929-15-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2-Acetylamino-6-[(2R,3R,4R,5R)-3,4-diacetoxy-5-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester
• 英文别名: methyl 2-acetamido-6-[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(6-benzamidopurin-9-yl)oxolan-2-yl]hexanoate
• CAS: 179929-15-8
• 化学式: C₂₉H₃₄N₆O₉
• 分子量: 610.624
• InChiKey: VPNGWTPWYVXIBF-DIAIGVSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  44.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  189.93
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  2-Acetylamino-6-[(2R,3R,4R,5R)-3,4-diacetoxy-5-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester 在 4-二甲氨基吡啶 、 氨 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 24.0h， 生成 6'-deaminosinefungin
  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：

  N-Benzoyl-N,9-bis(trimethylsilyl)adenin 、 2-Acetylamino-6-((2R,3R,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-yl)-hexanoic acid methyl ester 在 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 以57%的产率得到2-Acetylamino-6-[(2R,3R,4R,5R)-3,4-diacetoxy-5-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-2-yl]-hexanoic 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