[(2R,3S,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-di(propan-2-yloxy)phosphoryloxolan-2-yl]methyl methanesulfonate | 449206-05-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: [(2R,3S,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-di(propan-2-yloxy)phosphoryloxolan-2-yl]methyl methanesulfonate
• CAS: 449206-05-7
• 化学式: C₁₈H₃₉O₈PSSi
• 分子量: 474.628
• InChiKey: MLSYWEHOWBFPSI-BBWFWOEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2R,3S,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-di(propan-2-yloxy)phosphoryloxolan-2-yl]methyl methanesulfonate 在 ammonium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 [(2S,4S,5R)-5-[[2-amino-6-(cyclopropylamino)purin-9-yl]methyl]-4-hydroxyoxolan-2-yl]phosphonic acid
  参考文献：
  名称：

  Novel nucleotide phosphonate analogues with potent antitumor activity

  摘要：

  We have identified several nucleotide phosphonates demonstrating in vitro antiproliferative activity in several human cancer cell lines with IC50 values in the muM range. The synthesis as well as structure-activity relationship are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00679-0
• 作为产物：
  描述：

  三异丙基亚磷酸酯 在 TEA 、 四氯化钛 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 [(2R,3S,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-di(propan-2-yloxy)phosphoryloxolan-2-yl]methyl methanesulfonate
  参考文献：
  名称：

  Novel nucleotide phosphonate analogues with potent antitumor activity

  摘要：

  We have identified several nucleotide phosphonates demonstrating in vitro antiproliferative activity in several human cancer cell lines with IC50 values in the muM range. The synthesis as well as structure-activity relationship are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00679-0

文献信息

• Novel nucleotide phosphonate analogues with potent antitumor activity
  作者：Monica Bubenik、Rabindra Rej、Nghe Nguyen-Ba、Giorgio Attardo、France Ouellet、Laval Chan

  DOI：10.1016/s0960-894x(02)00679-0

  日期：2002.11

  We have identified several nucleotide phosphonates demonstrating in vitro antiproliferative activity in several human cancer cell lines with IC50 values in the muM range. The synthesis as well as structure-activity relationship are described. (C) 2002 Elsevier Science Ltd. All rights reserved.