(+)-(1S,2R,3R,4R)-4-mercapto-1-(6-aminopurin-9-yl)cyclopentane-2,3-diol

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: (+)-(1S,2R,3R,4R)-4-mercapto-1-(6-aminopurin-9-yl)cyclopentane-2,3-diol
• 英文别名: (1R,2R,3S,5R)-3-(6-aminopurin-9-yl)-5-sulfanyl-cyclopentane-1,2-diol；(1R,2R,3S,5R)-3-(6-aminopurin-9-yl)-5-sulfanylcyclopentane-1,2-diol
• 化学式: C₁₀H₁₃N₅O₂S
• 分子量: 267.312
• InChiKey: SBBZNPDKGWGZEB-LAHCRNKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (+/-)-2,2-dimethyl-3αβ,6αβ-dihydro-4H-cyclopenta-1,3-dioxol-4-one 在 硼烷四氢呋喃络合物 、 偶氮二甲酸二异丙酯 、 氨 、 potassium carbonate 、 三苯基膦 、 三氟乙酸 、 苯酚 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 生成 (+)-(1S,2R,3R,4R)-4-mercapto-1-(6-aminopurin-9-yl)cyclopentane-2,3-diol
  参考文献：
  名称：

  A mercapto analogue of 5′-noraristeromycin

  摘要：

  5'-Noraristeromycin (1) and its enantiomer (2) have been found to possess it wide range of antiviral effects. In the search for analogues of I and 2 with improved activity, the synthesis of both enantiomers of 5'-mercapto-5'-deoxy-5'-noraristeromycin (6 and 7) has been accomplished. While (+)-7 was inactive, (-)-6 did show marginal activity against vaccinia virus, but not any other virus. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00271-1

文献信息

• A mercapto analogue of 5′-noraristeromycin
  作者：Subha R Das、Stewart W Schneller、Jan Balzarini、Erik De Clercq

  DOI：10.1016/s0968-0896(01)00271-1

  日期：2002.2

  5'-Noraristeromycin (1) and its enantiomer (2) have been found to possess it wide range of antiviral effects. In the search for analogues of I and 2 with improved activity, the synthesis of both enantiomers of 5'-mercapto-5'-deoxy-5'-noraristeromycin (6 and 7) has been accomplished. While (+)-7 was inactive, (-)-6 did show marginal activity against vaccinia virus, but not any other virus. (C) 2001 Elsevier Science Ltd. All rights reserved.