1-allylxanthosine | 133967-04-1

• 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: 1-allylxanthosine
• 英文别名: 9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-prop-2-enyl-3H-purine-2,6-dione
• CAS: 133967-04-1
• 化学式: C₁₃H₁₆N₄O₆
• 分子量: 324.293
• InChiKey: NNMYXNSKGHQLRZ-WOUKDFQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  137
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  阿卡地新 在 ammonium hydroxide 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 为溶剂， 反应 162.0h， 生成 1-allylxanthosine
  参考文献：
  名称：

  Nucleosides. 3. Reactions of AICA-riboside with isothiocyanates. A convenient synthesis of isoguanosine and xanthosine derivatives

  摘要：

  Cyclodesulfurative annulations of 5-[1-(3-substituted-thioureido)]-1-(beta-D-ribofuranosyl)imidazole-4-carboxamides (3a-h) with N,N'-dicyclohexylacarbodiimide are described. Isoguanosine (4) and several 1-substituted isoguanosines 6a-f,h are readily prepared by a ring closure of the appropriate resulting 5-(3-substituted-1-ureido)-1-(beta-D-ribofuranosyl)imididazole-4-carbonitriles 5a-h. Treatment of the appropriate 1-substituted isoguanosines under basic conditions has furnished the corresponding 1-substituted xanthosine 12.

  DOI：

  10.1021/jo00013a026

文献信息

• CHERN, JI-WANG;LIN, GWO-SEN;CHEN, CHIEN-SHU;TOWNSEND, LEROY B., J. ORG. CHEM., 56,(1991) N3, C. 4213-4218
  作者：CHERN, JI-WANG、LIN, GWO-SEN、CHEN, CHIEN-SHU、TOWNSEND, LEROY B.

  DOI：——

  日期：——
• Nucleosides. 3. Reactions of AICA-riboside with isothiocyanates. A convenient synthesis of isoguanosine and xanthosine derivatives
  作者：Ji Wang Chern、Gwo Sen Lin、Chien Shu Chen、Leroy B. Townsend

  DOI：10.1021/jo00013a026

  日期：1991.6

  Cyclodesulfurative annulations of 5-[1-(3-substituted-thioureido)]-1-(beta-D-ribofuranosyl)imidazole-4-carboxamides (3a-h) with N,N'-dicyclohexylacarbodiimide are described. Isoguanosine (4) and several 1-substituted isoguanosines 6a-f,h are readily prepared by a ring closure of the appropriate resulting 5-(3-substituted-1-ureido)-1-(beta-D-ribofuranosyl)imididazole-4-carbonitriles 5a-h. Treatment of the appropriate 1-substituted isoguanosines under basic conditions has furnished the corresponding 1-substituted xanthosine 12.