3-(Pent-4-enoylamino)-3-phenylpropanoic acid | 480443-48-9

• 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: 3-(Pent-4-enoylamino)-3-phenylpropanoic acid
• CAS: 480443-48-9
• 化学式: C₁₄H₁₇NO₃
• mdl: MFCD18008588
• 分子量: 247.294
• InChiKey: VEKZXAJEOWISQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(Pent-4-enoylamino)-3-phenylpropanoic acid 、 L-Pro-L-Leu-N-allyl amide 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 (2S)-N-[(2S)-4-methyl-1-oxo-1-(prop-2-enylamino)pentan-2-yl]-1-[(3S)-3-(pent-4-enoylamino)-3-phenylpropanoyl]pyrrolidine-2-carboxamide 、
  参考文献：
  名称：

  Synthesis of a cyclic pseudo 310 helical structure from a β-amino acid-l-proline derived tripeptide via a ring closing metathesis reaction

  摘要：

  The combination of homo-phenylglycine (Hpg) and proline leads to the formation of a beta-turn mimic, which can be transformed into a cyclic peptide using a ring closing metathesis reaction. The presence of the pentenoyl and allyl groups at the terminus of the peptide leads to the concomitant formation of a linker surrogate fourth amino acid (6-amino-4-hexenoic acid; Aha) during the cyclization. The cyclic peptide is unique in having a pseudo 3(10) helical structure. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01239-x
• 作为产物：
  描述：

  (R/S)-3-(acetylamino)-3-phenylpropanoic acid 在 盐酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 28.0h， 生成 3-(Pent-4-enoylamino)-3-phenylpropanoic acid
  参考文献：
  名称：

  Synthesis of a cyclic pseudo 310 helical structure from a β-amino acid-l-proline derived tripeptide via a ring closing metathesis reaction

  摘要：

  The combination of homo-phenylglycine (Hpg) and proline leads to the formation of a beta-turn mimic, which can be transformed into a cyclic peptide using a ring closing metathesis reaction. The presence of the pentenoyl and allyl groups at the terminus of the peptide leads to the concomitant formation of a linker surrogate fourth amino acid (6-amino-4-hexenoic acid; Aha) during the cyclization. The cyclic peptide is unique in having a pseudo 3(10) helical structure. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01239-x

文献信息

• Synthesis of a cyclic pseudo 310 helical structure from a β-amino acid-l-proline derived tripeptide via a ring closing metathesis reaction
  作者：Biswadip Banerji、B Mallesham、S Kiran Kumar、A.C Kunwar、Javed Iqbal

  DOI：10.1016/s0040-4039(02)01239-x

  日期：2002.9

  The combination of homo-phenylglycine (Hpg) and proline leads to the formation of a beta-turn mimic, which can be transformed into a cyclic peptide using a ring closing metathesis reaction. The presence of the pentenoyl and allyl groups at the terminus of the peptide leads to the concomitant formation of a linker surrogate fourth amino acid (6-amino-4-hexenoic acid; Aha) during the cyclization. The cyclic peptide is unique in having a pseudo 3(10) helical structure. (C) 2002 Elsevier Science Ltd. All rights reserved.