(S)-2-tert-Butoxycarbonylamino-4-(diethoxy-phosphorylmethyl)-pentanedioic acid di-tert-butyl ester | 203255-48-5

• 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-tert-Butoxycarbonylamino-4-(diethoxy-phosphorylmethyl)-pentanedioic acid di-tert-butyl ester
• CAS: 203255-48-5
• 化学式: C₂₃H₄₄NO₉P
• 分子量: 509.577
• InChiKey: CFXYWOCXCSMPGE-DJNXLDHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  126.46
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-4-(diethoxy-phosphorylmethyl)-pentanedioic acid di-tert-butyl ester 在 三甲基溴硅烷 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以91%的产率得到(S)-2-Amino-4-phosphonomethyl-pentanedioic acid di-tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological activity of glutamic acid derivatives

  摘要：

  In order to develop new specific glutamate analogues at metabotropic glutamate receptors, Diels-Alder, 1-4 ionic and radical reactions were performed starting from (2S)-4-methyleneglutamic acid.Preliminary pharmacological evaluation by measuring IP accumulation using rat forebrain synaptoneurosomes has shown that (2S)-4-(2-phthalimidoethyl)glutamic acid (3a), (2S)-4-(4-phthalimidobutyl)glutamic acid (3b) and 1-[(S)-2-amino-2-carboxyethyl]-3,4-dimethylcyclohex-3-ene-1-carboxylic acid (8) presented moderate antagonist activities. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)10208-6
• 作为产物：
  描述：

  双(叔丁基)(2S)-N-Boc-4-亚甲基谷氨酸 、 亚磷酸三乙酯 在 苯酚 作用下， 反应 24.0h， 以90%的产率得到(S)-2-tert-Butoxycarbonylamino-4-(diethoxy-phosphorylmethyl)-pentanedioic acid di-tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological activity of glutamic acid derivatives

  摘要：

  In order to develop new specific glutamate analogues at metabotropic glutamate receptors, Diels-Alder, 1-4 ionic and radical reactions were performed starting from (2S)-4-methyleneglutamic acid.Preliminary pharmacological evaluation by measuring IP accumulation using rat forebrain synaptoneurosomes has shown that (2S)-4-(2-phthalimidoethyl)glutamic acid (3a), (2S)-4-(4-phthalimidobutyl)glutamic acid (3b) and 1-[(S)-2-amino-2-carboxyethyl]-3,4-dimethylcyclohex-3-ene-1-carboxylic acid (8) presented moderate antagonist activities. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)10208-6