Leu-NH-C6H3(3,5-Me2) | 271770-10-6

• 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: Leu-NH-C6H3(3,5-Me2)
• 英文别名: (2S)-2-amino-N-(3,5-dimethylphenyl)-4-methylpentanamide
• CAS: 271770-10-6
• 化学式: C₁₄H₂₂N₂O
• mdl: MFCD09725019
• 分子量: 234.341
• InChiKey: XYCIYGOMZVZEPM-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Leu-NH-C6H3(3,5-Me2) 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 Trp-Aib-Gly-Leu-NH-C6H3(3,5-Me2)
  参考文献：
  名称：

  Yanagihara, Ryoji; Katoh, Masaki; Hanyuu, Masayuki, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 3, p. 551 - 556

  摘要：

  DOI：
• 作为产物：
  描述：

  cbz-leucine 在 palladium on activated charcoal 氢气 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成 Leu-NH-C6H3(3,5-Me2)
  参考文献：
  名称：

  Enhanced gelation property due to intra-molecular hydrogen bonding in a new series of bis(amino acid)-functionalized pyridine-2,6-dicarboxamide organogelators

  摘要：

  A series of pyridine-2,6-dicarboxamide derivatives containing two alpha-amino acid pendant groups was prepared and characterized. Three of the synthesized compounds obtained from this series, all having aromatic amino acid side chains, were found to be excellent organo-gelators toward aromatic solvents (mgc similar to 10-20 mg/mL), alcoholic solvents (mgc similar to 4-15 mg/mL), and CCl4 ( mgc similar to 4-10 mg/mL). It was found that the intra-molecular hydrogen bonds between the pyridine dicarboxamide N-Hs and the pyridine N atom were the key structural elements for gel formation. This series of compounds represented one of the rare examples where both inter- and intra-molecular hydrogen bonds were needed for effective gel formation. FTIR, H-1 NMR, and CD spectroscopy revealed that both hydrogen bonding and pi-pi aromatic stacking were the driving forces for gelation. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.02.037

文献信息

• Enhanced gelation property due to intra-molecular hydrogen bonding in a new series of bis(amino acid)-functionalized pyridine-2,6-dicarboxamide organogelators
  作者：Hak-Fun Chow、Guo-Xin Wang

  DOI：10.1016/j.tet.2007.02.037

  日期：2007.7

  A series of pyridine-2,6-dicarboxamide derivatives containing two alpha-amino acid pendant groups was prepared and characterized. Three of the synthesized compounds obtained from this series, all having aromatic amino acid side chains, were found to be excellent organo-gelators toward aromatic solvents (mgc similar to 10-20 mg/mL), alcoholic solvents (mgc similar to 4-15 mg/mL), and CCl4 ( mgc similar to 4-10 mg/mL). It was found that the intra-molecular hydrogen bonds between the pyridine dicarboxamide N-Hs and the pyridine N atom were the key structural elements for gel formation. This series of compounds represented one of the rare examples where both inter- and intra-molecular hydrogen bonds were needed for effective gel formation. FTIR, H-1 NMR, and CD spectroscopy revealed that both hydrogen bonding and pi-pi aromatic stacking were the driving forces for gelation. (c) 2007 Elsevier Ltd. All rights reserved.
• Yanagihara, Ryoji; Katoh, Masaki; Hanyuu, Masayuki, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 3, p. 551 - 556
  作者：Yanagihara, Ryoji、Katoh, Masaki、Hanyuu, Masayuki、Miyazawa, Toshifumi、Yamada, Takashi

  DOI：——

  日期：——