dimethyl α-aminoadipate | 133735-35-0

• 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: dimethyl α-aminoadipate
• 英文别名: dl-2-Amino-adipinsaeure-dimethylester；DL-Aminoadipinsaeuredimethylester；2-Aminohexanedioic acid 1,6-dimethyl ester；dimethyl 2-aminohexanedioate
• CAS: 133735-35-0
• 化学式: C₈H₁₅NO₄
• 分子量: 189.211
• InChiKey: BREIOMRLEAGJMD-UHFFFAOYSA-N

物化性质

• 沸点：
  239.4±25.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4,6-triphenylpyrylium tetrafluoroborate 、 dimethyl α-aminoadipate 以 乙醇 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  用于合成非天然 α-氨基酸的脱氢丙氨酸的生物相容性光诱导烷基化

  摘要：

  描述了脱氢丙氨酸的位点选择性烷基化以获取受保护的非天然氨基酸。该协议的特点是所用烷基的广泛性质、温和的条件和官能团兼容性。该协议进一步扩展到访问肽、药物的后期功能化和对映体富集的氨基酸。

  DOI：

  10.1021/acs.orglett.1c01781
• 作为产物：
  描述：

  dimethyl (2E,4E)-2-(benzylamino)hexa-2,4-dienedioate 在 5%-palladium/activated carbon 、 水 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、689.49 kPa 条件下， 反应 18.0h， 以99%的产率得到dimethyl α-aminoadipate
  参考文献：
  名称：

  Reactivity of a propiolate dimer with nucleophiles and an efficient synthesis of dimethyl α-aminoadipate

  摘要：

  Ail enyne dimer (1) of methyl propiolate was reacted with amines to form dimethyl (E,E)-2-amino-2,4-hexacliene dioates with remarkable chemospecificity, regiospecificity, and sterecispecificity. This enyne was also reduced by Ph3P stereospecifically to form dimethyl (E,E)-muconic ester. Hydrogenation of the conjugated amino-diene led to an efficient production of dimethyl alpha-aminoadipate. A lactam of dimethyl alpha-aminoadipate was obtained in high yield by simply varying the hydrogenation conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.048

文献信息

• Reaktionen von Glutaminsäuredimethylester im Massenspektrometer. 21. Mitteilung über das massenspektrometrische Verhalten von Stickstoffverbindungen
  作者：Elsbeth Lerch、Manfred Hesse

  DOI：10.1002/hlca.19740570613

  日期：——

  The mass spectral fragmentation of dimethyl glutamate (1) and its deuterated derivatives 1a, 1b and 1c has been investigated. By loss of a methoxycarbonyl group from the molecular ion an ion of m/e 116 is generated. The latter splits off methanol (m*), the resulting fragment of m/e 84 giving raise to the base peak of the spectrum. Only part of the hydrogen transferred to the leaving group originates

  谷氨酸二甲酯（1）及其氘代衍生物1a，1b和1c的质谱裂解已得到研究。通过从分子离子中损失甲氧基羰基，产生了m / e 116的离子。后者分离出甲醇（m *），得到的m / e 84片段增加了光谱的基峰。如前所述[2] [3]，转移到离去基团的氢只有一部分来自氨基。基于氘代化合物的实验，我们提出了另一种反应机理，即氢从C（3）转移到甲氧基。通过这两个过程生成的碎片很可能是吡咯烷鎓离子。质谱仪中的热副反应（焦谷氨酸酯的形成）继而发生碎裂可能导致相同的离子。-讨论了N-乙酰基谷氨酸二酯的质谱碎片被支持的机制3，图3a，图3b和3D的N，N-二甲基衍生物的和4和4a中。–研究的断裂反应类似于某些1,3-三亚甲基二胺衍生物[7]。这意味着，无论官能团的性质如何，双官能化合物的质谱碎裂都存在相似之处。
• Augustin,M., Chemische Berichte, 1966, vol. 99, p. 1040 - 1048
  作者：Augustin,M.

  DOI：——

  日期：——
• Lanthanide Complexes Preparation and Uses Thereof
  申请人：Charbonniere Loic

  公开号：US20080044923A1

  公开（公告）日：2008-02-21

  The invention relates to compounds, to the complexes they form with a lanthanide, and to the use of the complexes for fluorescence marking or NMR imaging. The complex consists of an Ln ion and a ligand R 2 -C(X-R 1 )(R 3 )-NR 4 R 5 . R 1 is a functional group, X is a single bond or a hydrocarbon-based chain consisting of at least one alkylene or alkenylene group optionally comprising at least one hetero atom or an arylene. R 2 is an anionic group A 2 or a C 1 -C 4 alkylene or alkenylene group bearing at least one such group A 2 and optionally comprising at least one hetero atom. R 3 is H or a C 1 -C 5 alkylene or alkenylene group optionally containing at least one hetero atom, and optionally bearing at least one anionic group A 3 . R 4 is a substituent with light-absorbing properties that forms chelate rings with Ln. R 5 is a substituent that forms chelate rings with Ln.
• Lanthanide Complexes, Preparation and Uses Thereof
  申请人：Charbonniere Loïc

  公开号：US20100216252A1

  公开（公告）日：2010-08-26

  The invention relates to compounds, to the complexes they form with a lanthanide, and to the use of the complexes for fluorescence marking or NMR imaging. The complex consists of an Ln ion and a ligand R 2 —C(X—R 1 )(R 3 )—NR 4 R 5 . R 1 is a functional group, X is a single bond or a hydrocarbon-based chain consisting of at least one alkylene or alkenylene group optionally comprising at least one hetero atom or an arylene. R 2 is an anionic group A 2 or a C 1 -C 4 alkylene or alkenylene group bearing at least one such group A 2 and optionally comprising at least one hetero atom. R 3 is H or a C 1 -C 5 alkylene or alkenylene group optionally containing at least one hetero atom, and optionally bearing at least one anionic group A 3 . R 4 is a substituent with light-absorbing properties that forms chelate rings with Ln. R 5 is a substituent that forms chelate rings with Ln.
• US4906659A
  申请人：——

  公开号：US4906659A

  公开（公告）日：1990-03-06