2,3-Bis-O-(methylsulfonyl)-1,4-di-O-methyl-D-threitol | 119209-12-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2,3-Bis-O-(methylsulfonyl)-1,4-di-O-methyl-D-threitol
• 英文别名: [(2R,3R)-1,4-dimethoxy-3-methylsulfonyloxybutan-2-yl] methanesulfonate
• CAS: 119209-12-0
• 化学式: C₈H₁₈O₈S₂
• 分子量: 306.358
• InChiKey: NCLVGNHOPYWVNE-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3-Bis-O-(methylsulfonyl)-1,4-di-O-methyl-D-threitol 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以49%的产率得到2,3-diazido-2,3-dideoxy-1,4-di-O-methyl-L-threitol
  参考文献：
  名称：

  Analogs of cisplatin derived from diaminodideoxytetritols. Synthesis and activity against the ADJ/PC6 plasmacytoma in mice

  摘要：

  Four new analogues of the anticancer drug cisplatin have been prepared that contain a diaminodideoxytetritol derivative as the amine ligand moiety, and their activities have been measured against the ADJ/PC6 plasmacytoma in mice. Two of these compounds, the enantiomers of cis-dichloro(1,4-diamino-1,4-dideoxy-2,3-O-isopropylidenethreitol) -platinum(II) , show a higher TI value than cisplatin when administered by intraperitoneal injection and, importantly, show significant antitumour activity when administered orally.

  DOI：

  10.1021/jm00124a004
• 作为产物：
  描述：

  (R,R)-(+)-1,4-二甲氧基-2,3-丁二醇 、 甲基磺酰氯 在 吡啶 作用下， 以91%的产率得到2,3-Bis-O-(methylsulfonyl)-1,4-di-O-methyl-D-threitol
  参考文献：
  名称：

  Analogs of cisplatin derived from diaminodideoxytetritols. Synthesis and activity against the ADJ/PC6 plasmacytoma in mice

  摘要：

  Four new analogues of the anticancer drug cisplatin have been prepared that contain a diaminodideoxytetritol derivative as the amine ligand moiety, and their activities have been measured against the ADJ/PC6 plasmacytoma in mice. Two of these compounds, the enantiomers of cis-dichloro(1,4-diamino-1,4-dideoxy-2,3-O-isopropylidenethreitol) -platinum(II) , show a higher TI value than cisplatin when administered by intraperitoneal injection and, importantly, show significant antitumour activity when administered orally.

  DOI：

  10.1021/jm00124a004

文献信息

• Analogs of cisplatin derived from diaminodideoxytetritols. Synthesis and activity against the ADJ/PC6 plasmacytoma in mice
  作者：Alan H. Haines、Christopher Morley、Barry A. Murrer

  DOI：10.1021/jm00124a004

  日期：1989.4

  Four new analogues of the anticancer drug cisplatin have been prepared that contain a diaminodideoxytetritol derivative as the amine ligand moiety, and their activities have been measured against the ADJ/PC6 plasmacytoma in mice. Two of these compounds, the enantiomers of cis-dichloro(1,4-diamino-1,4-dideoxy-2,3-O-isopropylidenethreitol) -platinum(II) , show a higher TI value than cisplatin when administered by intraperitoneal injection and, importantly, show significant antitumour activity when administered orally.