[(2S,5S)-5-(2-Amino-ethyl)-3,6-dioxo-piperazin-2-yl]-acetic acid | 499774-99-1

• 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: [(2S,5S)-5-(2-Amino-ethyl)-3,6-dioxo-piperazin-2-yl]-acetic acid
• 英文别名: 2-Piperazineacetic acid, 5-(2-aminoethyl)-3,6-dioxo-, (2S,5S)-(9CI)；2-[(2S,5S)-5-(2-aminoethyl)-3,6-dioxopiperazin-2-yl]acetic acid
• CAS: 499774-99-1
• 化学式: C₈H₁₃N₃O₄
• 分子量: 215.209
• InChiKey: YHQODPVGBJFTTQ-WHFBIAKZSA-N

物化性质

• 沸点：
  679.1±40.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (R)-2-((S)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyrylamino)-succinic acid dibenzyl ester 在 palladium oxide on charcoal N-甲基吗啉 、 甲酸 、 溶剂黄146 作用下， 以 异丙醇 、 仲丁醇 为溶剂， 反应 2.0h， 生成 [(2S,5S)-5-(2-Amino-ethyl)-3,6-dioxo-piperazin-2-yl]-acetic acid
  参考文献：
  名称：

  Cyclic dipeptides as building blocks for combinatorial libraries. Part 2: Synthesis of bifunctional diketopiperazines

  摘要：

  Twenty-four bifunctional diketopiperazines, cyclo(-Aax-Bbx-) consisting of glutamic or aspartic acid (Aax) and lysine, ornithine or diaminobutyric (Dab) acid (Bbx) were synthesized. D-Dab moiety was incorporated as D-Gln followed by Hoffman-type rearrangement induced by Phl[OC(O)CF3](2.) Cyclization conditions for the related linear dipeptide precursors allowing racemization to be kept at a minimum were determined. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01021-9

文献信息

• Cyclic dipeptides as building blocks for combinatorial libraries. Part 2: Synthesis of bifunctional diketopiperazines
  作者：Igor L Rodionov、Ludmila N Rodionova、Ludmila K Baidakova、Alla M Romashko、Tamara A Balashova、Vadim T Ivanov

  DOI：10.1016/s0040-4020(02)01021-9

  日期：2002.10

  Twenty-four bifunctional diketopiperazines, cyclo(-Aax-Bbx-) consisting of glutamic or aspartic acid (Aax) and lysine, ornithine or diaminobutyric (Dab) acid (Bbx) were synthesized. D-Dab moiety was incorporated as D-Gln followed by Hoffman-type rearrangement induced by Phl[OC(O)CF3](2.) Cyclization conditions for the related linear dipeptide precursors allowing racemization to be kept at a minimum were determined. (C) 2002 Elsevier Science Ltd. All rights reserved.