H-Glu[O-(2,4-dimethyl-3-pentyl)]-OBn | 915193-99-6

• 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: H-Glu[O-(2,4-dimethyl-3-pentyl)]-OBn
• 英文别名: 1-O-benzyl 5-O-(2,4-dimethylpentan-3-yl) (2S)-2-aminopentanedioate
• CAS: 915193-99-6
• 化学式: C₁₉H₂₉NO₄
• 分子量: 335.444
• InChiKey: QWHVOWRERYKXJX-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  78.62
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  H-Glu[O-(2,4-dimethyl-3-pentyl)]-OBn 、 (S)-2-(4-Oxo-butyrylamino)-pentanedioic acid dibenzyl ester 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以47%的产率得到dibenzyl (2S)-2-[4-[[(2S)-5-(2,4-dimethylpentan-3-yloxy)-1,5-dioxo-1-phenylmethoxypentan-2-yl]-[4-[[(2S)-1,5-dioxo-1,5-bis(phenylmethoxy)pentan-2-yl]amino]-4-oxobutyl]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：

  2,4-二甲基-3-戊醇 在 4-二甲氨基吡啶 、 硫酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 H-Glu[O-(2,4-dimethyl-3-pentyl)]-OBn
  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