3-(3-(1-E-n-pentenyl)phenyl)-E-acrylic acid | 626246-01-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(3-(1-E-n-pentenyl)phenyl)-E-acrylic acid
• CAS: 626246-01-3
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: BECALGLTYHCQMZ-FTDKHJNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-methyl-L-phenylalanine allyl ester hydrochloride 、 N,O-dimethyl-L-tyrosine allyl ester hydrochloride 、 Fmoc-D-Tyr-OAll 、 3-(3-(1-E-n-pentenyl)phenyl)-E-acrylic acid 以12 mg的产率得到(S)-2-{[(S)-2-[((R)-3-(4-Hydroxy-phenyl)-2-{(E)-3-[((E)-3-pent-1-enyl)-phenyl]-acryloylamino}-propionyl)-methyl-amino]-3-(4-methoxy-phenyl)-propionyl]-methyl-amino}-3-phenyl-propionic acid
  参考文献：
  名称：

  Solid-phase synthesis of a pepticinnamin E Library

  摘要：

  Pepticinnamin E is a naturally occurring bisubstrate inhibitor of farnesyltransferase. Based on the structure of the natural product, a compound library was synthesized by variation of eight structural parameters. Following three different routes, a total of 51 analogues was synthesized on the polymeric support in 6-11-step parallel syntheses. Overall yields ranged from 3 to 63%, and the compounds were obtained with >90% purity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00159-7
• 作为产物：
  描述：

  间溴苯甲醛 、 丙二酸 、 1-pentenyl boronic acid 在 四(三苯基膦)钯 cesium fluoride 、 哌啶 、 吡啶 作用下， 以 乙二醇二甲醚 为溶剂， 反应 20.0h， 以65%的产率得到3-(3-(1-E-n-pentenyl)phenyl)-E-acrylic acid
  参考文献：
  名称：

  Solid-phase synthesis of a pepticinnamin E Library

  摘要：

  Pepticinnamin E is a naturally occurring bisubstrate inhibitor of farnesyltransferase. Based on the structure of the natural product, a compound library was synthesized by variation of eight structural parameters. Following three different routes, a total of 51 analogues was synthesized on the polymeric support in 6-11-step parallel syntheses. Overall yields ranged from 3 to 63%, and the compounds were obtained with >90% purity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00159-7