(S)-2-(4-Oxo-butyrylamino)-pentanedioic acid dibenzyl ester | 926895-33-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-(4-Oxo-butyrylamino)-pentanedioic acid dibenzyl ester
• CAS: 926895-33-2
• 化学式: C₂₃H₂₅NO₆
• 分子量: 411.455
• InChiKey: SLDIWFWEKPFWJM-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  30.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  98.77
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(4-Oxo-butyrylamino)-pentanedioic acid dibenzyl ester 、 L-天冬氨酸二苄酯 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以32%的产率得到dibenzyl (2S)-2-[4-[[(2S)-1,4-dioxo-1,4-bis(phenylmethoxy)butan-2-yl]amino]butanoylamino]pentanedioate
  参考文献：
  名称：

  Inhibition of P-glycoprotein-mediated multidrug efflux by aminomethylene and ketomethylene analogs of reversins

  摘要：

  Several aminomethylene analogs and a ketomethylene analog of reversins were synthesized in order to evaluate their ability to inhibit P-glycoprotein-mediated drug efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein. These analogs retained good activity compared to cyclosporin A and the original reversins. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.059
• 作为产物：
  描述：

  (S)-2-(4,5-Dihydroxy-pentanoylamino)-pentanedioic acid dibenzyl ester 在 sodium periodate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以100%的产率得到(S)-2-(4-Oxo-butyrylamino)-pentanedioic acid dibenzyl ester
  参考文献：
  名称：

  Inhibition of P-glycoprotein-mediated multidrug efflux by aminomethylene and ketomethylene analogs of reversins

  摘要：

  Several aminomethylene analogs and a ketomethylene analog of reversins were synthesized in order to evaluate their ability to inhibit P-glycoprotein-mediated drug efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein. These analogs retained good activity compared to cyclosporin A and the original reversins. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.059