| 189116-53-8

• CAS: 189116-53-8
• 化学式: C₂₃H₂₃FeNO₃
• 分子量: 417.288
• InChiKey: FULDXRXBVMAWRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  二茂铁甲酸 、 L-脯氨酸苄酯盐酸盐 在 dicyclohexylcarbodiimide 、 hydroxybenzotriazole 、 Et₃N 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Ferrocenoyl Amino Acids:  A Synthetic and Structural Study

  摘要：

  A series of ester-protected amino acids were coupled to ferrocenecarboxylic acid (1) using the DCC/HOBt protocol to give ferrocenoyl N-amino acids (amino acid = Glu(OBz)(2) (2a), Gly(OEt) (2b), Pro(OBz) (2c), Cys(SBz)OMe (2d), Ala(OBz) (2e), Tyr(OBz) (2f), Phe(OBz) (2g)). All products were fully characterized. The intermediate hydroxybenzotriazole active ester FcCOOBt (3) was isolated and fully characterized. The solid state structures of 2a, 2d, and 3 were determined by single-crystal X-ray diffraction. 2a: monoclinic P2(1) with a = 11.8142(5) Angstrom, b = 9.7560(5) Angstrom, c = 22.9456(10) Angstrom, beta = 90.246(5)degrees, V = 2644.7(2) Angstrom(3), Z = 2, R = 0.046. 2d: orthorhombic P2(1)2(1)2(1) with a = 9.957(2) Angstrom, b = 11.680(2) Angstrom, c = 36.452(2) Angstrom, V = 4239.5(13) Angstrom(3), Z = 4, R = 0.065. The solid state structures of 2a and 2d show extensive C=O ... H-N hydrogen bonding. 3: triclinic with a 7.0391(5) Angstrom, b = 10.7922(7) Angstrom, c = 11.1690(7) Angstrom, alpha = 108.071(5)degrees, beta = 107.957(5)degrees, gamma = 103.896(5)degrees, V = 712.5(2) Angstrom(3), Z = 2, R = 0.030. The long ester bond distance of 1.427(2) Angstrom provides a rationale for its inherent reactivity toward primary and secondary amines.

  DOI：

  10.1021/ic961454t