(R)-3-Pent-4-enoylamino-3-phenyl-propionic acid methyl ester | 480443-45-6

• 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: (R)-3-Pent-4-enoylamino-3-phenyl-propionic acid methyl ester
• CAS: 480443-45-6
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: DZJYJVRLCGIYLK-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-3-Pent-4-enoylamino-3-phenyl-propionic acid methyl ester 在 lithium hydroxide 、 Grubbs catalyst first generation 、 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 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成
  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：

  (2S)-2-(pent-4-enoylamino)-2-phenylacetic acid 在 silver(I) acetate 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-3-Pent-4-enoylamino-3-phenyl-propionic acid methyl ester
  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