benzyl (2S)-2-aminobutanoate p-toluenesulfonic acid salt | 80226-64-8

• 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: benzyl (2S)-2-aminobutanoate p-toluenesulfonic acid salt
• 英文别名: benzyl L-α-aminobutyrate p-toluenesulfonate
• CAS: 80226-64-8
• 化学式: C₇H₈O₃S*C₁₁H₁₅NO₂
• 分子量: 365.45
• InChiKey: WYIBMZAFPAUCMY-PPHPATTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  106.69
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  、 benzyl (2S)-2-aminobutanoate p-toluenesulfonic acid salt 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以0.96 g的产率得到benzyl (2S)-N-[N-(N-benzyloxycarbonyl-glycyl)-L-prolyl]-2-aminobutanoate
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of side chain modified glutamic acid analogues of the neuroprotective agent glycyl-l-prolyl-l-glutamic acid (GPE)

  摘要：

  The synthesis of eight GPE* analogues, wherein the gamma-carboxylic moiety of the glutamic residue has been modified, is described by coupling readily accessible N-benzyloxycarbonyl-glycyl-L-proline with various analogues of glutamic acid. Pharmacological evaluation of the novel compounds was undertaken to further understand the role of the glutamate residue on the observed neuroprotective properties of the endogenous tripeptide GPE. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.006
• 作为产物：
  描述：

  L-2-氨基丁酸 、 对甲苯磺酸 、 苯甲醇 以 苯 为溶剂， 反应 22.0h， 以93%的产率得到benzyl (2S)-2-aminobutanoate p-toluenesulfonic acid salt
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of side chain modified glutamic acid analogues of the neuroprotective agent glycyl-l-prolyl-l-glutamic acid (GPE)

  摘要：

  The synthesis of eight GPE* analogues, wherein the gamma-carboxylic moiety of the glutamic residue has been modified, is described by coupling readily accessible N-benzyloxycarbonyl-glycyl-L-proline with various analogues of glutamic acid. Pharmacological evaluation of the novel compounds was undertaken to further understand the role of the glutamate residue on the observed neuroprotective properties of the endogenous tripeptide GPE. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.006

文献信息

• Synthesis of nazumamide A, a thrombin-inhibitory linear tetrapeptide, from a marine sponge, Theonella sp.
  作者：Kyoko Hayashi、Yasumasa Hamada、Takayuki Shioiri

  DOI：10.1016/s0040-4039(00)61193-0

  日期：1992.8

  Nazumamide A (1), a thrombin-inhibitory linear tetrapeptide of marine origin, was efficiently constructed using diethyl phosphorocyanidate (DEPC) as a coupling reagent.

  Nazumamide A（1）是一种海洋来源的凝血酶抑制性线性四肽，可使用磷酰氰二乙酯（DEPC）作为偶联剂有效地构建。
• Synthesis and pharmacological evaluation of side chain modified glutamic acid analogues of the neuroprotective agent glycyl-l-prolyl-l-glutamic acid (GPE)
  作者：Margaret A. Brimble、Nicholas S. Trotter、Paul W.R. Harris、Frank Sieg

  DOI：10.1016/j.bmc.2004.10.006

  日期：2005.1

  The synthesis of eight GPE* analogues, wherein the gamma-carboxylic moiety of the glutamic residue has been modified, is described by coupling readily accessible N-benzyloxycarbonyl-glycyl-L-proline with various analogues of glutamic acid. Pharmacological evaluation of the novel compounds was undertaken to further understand the role of the glutamate residue on the observed neuroprotective properties of the endogenous tripeptide GPE. (C) 2004 Elsevier Ltd. All rights reserved.