L-DOPA-L-DOPA-L-DOPA | 52370-62-4

• 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: L-DOPA-L-DOPA-L-DOPA
• 英文别名: (2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoyl]amino]-3-(3,4-dihydroxyphenyl)propanoyl]amino]-3-(3,4-dihydroxyphenyl)propanoic acid
• CAS: 52370-62-4
• 化学式: C₂₇H₂₉N₃O₁₀
• 分子量: 555.541
• InChiKey: ZAYTZDQQAPUMRU-BZSNNMDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  243
• 氢给体数：
  10
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 L-DOPA-L-DOPA-L-DOPA
  参考文献：
  名称：

  A novel and efficient synthesis of DOPA and DOPA peptides by oxidation of tyrosine residues with IBX

  摘要：

  An efficient route to 3,4-dihydroxylphenylalanine (DOPA) and DOPA pept des was described by oxidation of L-tyrosine and L-tyrosine derivatives with 2-iodoxybenzoic acid (IBX) DOPA was obtained after ail Situ reduction of the corresponding ortho-Cl U I none with sodium dithionite. Oxidation reactions proceeded Ill good yields and high chemo- and regio-selectivity The chirality of the DOPA residue was retained under the reaction conditions The efficiency and the selectivity of the reaction were successfully tested using recyclable polymer-supported IBX (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tetlet.2009.09.034