(6R,7R,8R,8aS)-6,7,8-trihydroxytetrahydro-2H-thiazolo[3,2-a]pyridin-3(5H)-one 1-oxide | 1415008-52-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (6R,7R,8R,8aS)-6,7,8-trihydroxytetrahydro-2H-thiazolo[3,2-a]pyridin-3(5H)-one 1-oxide
• 英文别名: (1S,6R,7R,8R,8aS)-6,7,8-trihydroxy-1-oxo-6,7,8,8a-tetrahydro-5H-[1,3]thiazolo[3,2-a]pyridin-3-one
• CAS: 1415008-52-4
• 化学式: C₇H₁₁NO₅S
• 分子量: 221.234
• InChiKey: KPDYJBXYJXGSDV-NZRFJPRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (6R,7R,8R,8aS)-tetrahydro-6,7,8-trihydroxy-2H-thiazolo[3,2-a]pyridin-3(5H)-one 在 吡啶 、 甲醇 、 sodium methylate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.35h， 生成 (6R,7R,8R,8aS)-6,7,8-trihydroxytetrahydro-2H-thiazolo[3,2-a]pyridin-3(5H)-one 1-oxide
  参考文献：
  名称：

  Synthetic bicyclic iminosugar derivatives fused thiazolidin-4-one as new potential HIV-RT inhibitors

  摘要：

  Novel bicyclic iminosugar derivatives fused thiazolidin-4-one were conveniently synthesized by double Pummerer rearrangements, and their HIV reverse transcriptase (RT) inhibitory activities were preliminary examined. The notable anti-HIV-RT activity demonstrated that such bicyclic azasugars hold potential as a new kind of HIV-RT inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.100

文献信息

• Synthetic bicyclic iminosugar derivatives fused thiazolidin-4-one as new potential HIV-RT inhibitors
  作者：Hua Chen、Tianyu Yang、Sinan Wei、Hongzhi Zhang、Rui Li、Zhanbin Qin、Xiaoliu Li

  DOI：10.1016/j.bmcl.2012.09.100

  日期：2012.12

  Novel bicyclic iminosugar derivatives fused thiazolidin-4-one were conveniently synthesized by double Pummerer rearrangements, and their HIV reverse transcriptase (RT) inhibitory activities were preliminary examined. The notable anti-HIV-RT activity demonstrated that such bicyclic azasugars hold potential as a new kind of HIV-RT inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.