(S,4E,6E)-methyl-8-((S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-ylamino)-3,5-dimethyl-8-oxoocta4,6-dienoate | 1174987-28-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S,4E,6E)-methyl-8-((S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-ylamino)-3,5-dimethyl-8-oxoocta4,6-dienoate
• 英文别名: methyl (3S,4E,6E)-8-[[(2S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]amino]-3,5-dimethyl-8-oxoocta-4,6-dienoate
• CAS: 1174987-28-0
• 化学式: C₂₀H₂₇NO₅
• 分子量: 361.438
• InChiKey: ONUKMIVXZJTGQF-OCCYRCBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 (S,4E,6E)-8-((S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-ylamino)-3,5-dimethyl-8-oxoocta-4,6-dienoic acid: 在 三氟乙酸 作用下， 以84%的产率得到(S,4E,6E)-methyl-8-((S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-ylamino)-3,5-dimethyl-8-oxoocta4,6-dienoate
  参考文献：
  名称：

  Total Synthesis and Neuritotrophic Activity of Farinosone C and Derivatives

  摘要：

  An efficient synthesis of all four possible stereoisomers of the neurotrophic amide farinosone C was developed. The absolute and relative configuration was assigned by comparison of synthetic material with a derivatized authentic sample of the natural product. Several derivatives allowed for the generation of preliminary structure activity relationships concerning neurite outgrowth in PC-12 cells, unravelling L-tyrosinol-amide as the pharmacophore.

  DOI：

  10.1021/ol901277q

文献信息

• Total Synthesis and Neuritotrophic Activity of Farinosone C and Derivatives
  作者：Henning J. Jessen、Damien Barbaras、Matthias Hamburger、Karl Gademann

  DOI：10.1021/ol901277q

  日期：2009.8.6

  An efficient synthesis of all four possible stereoisomers of the neurotrophic amide farinosone C was developed. The absolute and relative configuration was assigned by comparison of synthetic material with a derivatized authentic sample of the natural product. Several derivatives allowed for the generation of preliminary structure activity relationships concerning neurite outgrowth in PC-12 cells, unravelling L-tyrosinol-amide as the pharmacophore.