dimethyl (2S,11S)-8,17-dioxa-1,10-diazapentacyclo[11.5.3.34,10.016,20.07,23]tetracosa-4(24),5,7(23),13(21),14,16(20)-hexaene-2,11-dicarboxylate | 1360902-98-2

• 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 (2S,11S)-8,17-dioxa-1,10-diazapentacyclo[11.5.3.34,10.016,20.07,23]tetracosa-4(24),5,7(23),13(21),14,16(20)-hexaene-2,11-dicarboxylate
• CAS: 1360902-98-2
• 化学式: C₂₄H₂₆N₂O₆
• 分子量: 438.48
• InChiKey: QVFXAOBQQRSJDO-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dimethyl (2S,11S)-8,17-dioxa-1,10-diazapentacyclo[11.5.3.34,10.016,20.07,23]tetracosa-4(24),5,7(23),13(21),14,16(20)-hexaene-2,11-dicarboxylate 在 盐酸 、 氨 作用下， 以 水 为溶剂， 反应 0.5h， 以29%的产率得到dimethyl (4S,13S)-9,18-dihydroxy-3,12-diazatricyclo[13.3.1.16,10]icosa-1(18),6(20),7,9,15(19),16-hexaene-4,13-dicarboxylate
  参考文献：
  名称：

  Synthesis of macrocyclic α-amino esters through the chemoselective hydrolysis of benzoxazinephanes

  摘要：

  New meso-macrocyclic a-amino esters were synthesized through the chemoselective hydrolysis of azacyclophanes derived from L.-tyrosine (benzoxazinephanes). The results showed that the alkyl chain of the ester determined the chemoselectivity of the reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.064
• 作为产物：
  描述：

  聚合甲醛 、 L-酪氨酸甲酯 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 48.0h， 生成 dimethyl (2S,11S)-8,17-dioxa-1,10-diazapentacyclo[11.5.3.34,10.016,20.07,23]tetracosa-4(24),5,7(23),13(21),14,16(20)-hexaene-2,11-dicarboxylate
  参考文献：
  名称：

  Synthesis of macrocyclic α-amino esters through the chemoselective hydrolysis of benzoxazinephanes

  摘要：

  New meso-macrocyclic a-amino esters were synthesized through the chemoselective hydrolysis of azacyclophanes derived from L.-tyrosine (benzoxazinephanes). The results showed that the alkyl chain of the ester determined the chemoselectivity of the reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.064

文献信息

• Synthesis of macrocyclic α-amino esters through the chemoselective hydrolysis of benzoxazinephanes
  作者：Rodolfo Quevedo、Marlon González、Christian Díaz-Oviedo

  DOI：10.1016/j.tetlet.2012.01.064

  日期：2012.3

  New meso-macrocyclic a-amino esters were synthesized through the chemoselective hydrolysis of azacyclophanes derived from L.-tyrosine (benzoxazinephanes). The results showed that the alkyl chain of the ester determined the chemoselectivity of the reaction. (C) 2012 Elsevier Ltd. All rights reserved.
• A structural study of the intermolecular interactions of tyramine in the solid state and in solution
  作者：Rodolfo Quevedo、Nelson Nuñez-Dallos、Klaus Wurst、Álvaro Duarte-Ruiz

  DOI：10.1016/j.molstruc.2012.07.013

  日期：2012.12

  The nature of the interactions between tyramine units was investigated in the solid state and in solution. Crystals of tyramine in its free base form were analyzed by Fourier transform infrared (FT-IR) spectroscopy and single-crystal X-ray diffraction (XRD). The crystal structure shows a linear molecular organization held together by "head-to-tail" intermolecular hydrogen bonds between the amino groups and the phenolic hydroxyl groups. These chains are arranged in double layers that can geometrically favor the formation of templates in solution, which may facilitate macrocyclization reactions to form azacyclophane-type compounds. Computational calculations using the PM6-DH+ method and electrospray ionization mass spectrometry (ESI-HRMS) reveal that the formation of a hydrogen-bonded tyramine dimer is favored in solution. (C) 2012 Elsevier B.V. All rights reserved.