(+/-)-diisopropyl 1-(p-nitrobenzenesulfonyloxy)benzylphosphonate | 596113-48-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+/-)-diisopropyl 1-(p-nitrobenzenesulfonyloxy)benzylphosphonate
• 英文别名: [Di(propan-2-yloxy)phosphoryl-phenylmethyl] 4-nitrobenzenesulfonate
• CAS: 596113-48-3
• 化学式: C₁₉H₂₄NO₈PS
• 分子量: 457.441
• InChiKey: OJDKQKTTZJEWFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  586.5±50.0 °C(Predicted)
• 密度：
  1.316±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (+/-)-diisopropyl 1-(p-nitrobenzenesulfonyloxy)benzylphosphonate 在 sodium tetrahydroborate 、 18-冠醚-6 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 40.08h， 生成
  参考文献：
  名称：

  Synthesis of chiral, nonracemic α-sulfanylphosphonates and derivatives

  摘要：

  Optically active alpha-sulfanylphosphonates and the corresponding methyl sulfides were prepared in three steps starting from chiral, nonracemic (ee 93-97%) alpha-hydroxyphosphonates obtained by enzymatic resolution. Reaction conditions for the reduction of racemisation-prone substrates were found to preserve the enantiomeric excesses. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00316-1
• 作为产物：
  描述：

  (hydroxy-phenyl-methyl)-phosphonic acid diisopropyl ester 、 对硝基苯磺酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以92%的产率得到(+/-)-diisopropyl 1-(p-nitrobenzenesulfonyloxy)benzylphosphonate
  参考文献：
  名称：

  Synthesis of chiral, nonracemic α-sulfanylphosphonates and derivatives

  摘要：

  Optically active alpha-sulfanylphosphonates and the corresponding methyl sulfides were prepared in three steps starting from chiral, nonracemic (ee 93-97%) alpha-hydroxyphosphonates obtained by enzymatic resolution. Reaction conditions for the reduction of racemisation-prone substrates were found to preserve the enantiomeric excesses. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00316-1

文献信息

• Synthesis of chiral, nonracemic α-sulfanylphosphonates and derivatives
  作者：Mihaela Gulea、Friedrich Hammerschmidt、Patrice Marchand、Serge Masson、Violeta Pisljagic、Frank Wuggenig

  DOI：10.1016/s0957-4166(03)00316-1

  日期：2003.7

  Optically active alpha-sulfanylphosphonates and the corresponding methyl sulfides were prepared in three steps starting from chiral, nonracemic (ee 93-97%) alpha-hydroxyphosphonates obtained by enzymatic resolution. Reaction conditions for the reduction of racemisation-prone substrates were found to preserve the enantiomeric excesses. (C) 2003 Elsevier Science Ltd. All rights reserved.