(S)-(+)-5-dibenzylphosphoryloxymethyl-2-pyrrolidinone | 919083-09-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: (S)-(+)-5-dibenzylphosphoryloxymethyl-2-pyrrolidinone
• 英文别名: dibenzyl [(2S)-5-oxopyrrolidin-2-yl]methyl phosphate
• CAS: 919083-09-3
• 化学式: C₁₉H₂₂NO₅P
• 分子量: 375.361
• InChiKey: OOSGIOGGXKRPKP-SFHVURJKSA-N

物化性质

• 沸点：
  576.0±43.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-(+)-5-dibenzylphosphoryloxymethyl-2-pyrrolidinone 、 triethyloxonium hexaflourophosphate 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  ‘Irreversible’ slow-onset inhibition of orotate phosphoribosyltransferase by an amidrazone phosphate transition-state mimic

  摘要：

  A mimic of the putative transition-state intermediate has been synthesized and found to be a very slow-onset inhibitor of yeast orotate phosphoribosyltransferase. The mechanism of inhibition may involve a rate-determining isomerization of the enzyme to a form receptive to the inhibitor, which then remains tightly bound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.109
• 作为产物：
  描述：

  磷酸二苄酯 、 L-焦谷氨醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以95%的产率得到(S)-(+)-5-dibenzylphosphoryloxymethyl-2-pyrrolidinone
  参考文献：
  名称：

  ‘Irreversible’ slow-onset inhibition of orotate phosphoribosyltransferase by an amidrazone phosphate transition-state mimic

  摘要：

  A mimic of the putative transition-state intermediate has been synthesized and found to be a very slow-onset inhibitor of yeast orotate phosphoribosyltransferase. The mechanism of inhibition may involve a rate-determining isomerization of the enzyme to a form receptive to the inhibitor, which then remains tightly bound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.109

文献信息

• ‘Irreversible’ slow-onset inhibition of orotate phosphoribosyltransferase by an amidrazone phosphate transition-state mimic
  作者：John F. Witte、Kathryn E. Bray、Chelsea K. Thornburg、Ronald W. McClard

  DOI：10.1016/j.bmcl.2006.08.109

  日期：2006.12

  A mimic of the putative transition-state intermediate has been synthesized and found to be a very slow-onset inhibitor of yeast orotate phosphoribosyltransferase. The mechanism of inhibition may involve a rate-determining isomerization of the enzyme to a form receptive to the inhibitor, which then remains tightly bound. (c) 2006 Elsevier Ltd. All rights reserved.