[2-{(R)-[amino-(3,5-dichloro-4-methoxyphenyl)acetyl]methylamino}-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester | 193074-05-4

• 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: [2-{(R)-[amino-(3,5-dichloro-4-methoxyphenyl)acetyl]methylamino}-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester
• 英文别名: methyl (2R)-2-[[(2S)-2-[[(2R)-2-amino-2-(3,5-dichloro-4-methoxyphenyl)acetyl]-methylamino]-3-(4-fluoro-3-nitrophenyl)propanoyl]amino]-2-(4-methoxyphenyl)acetate
• CAS: 193074-05-4
• 化学式: C₂₉H₂₉Cl₂FN₄O₈
• 分子量: 651.476
• InChiKey: GQGTVFKPJZSYOH-ISJGIBHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  44
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-羟基苯乙酸 、 [2-{(R)-[amino-(3,5-dichloro-4-methoxyphenyl)acetyl]methylamino}-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到[2-({(R)-(3,5-dichloro-4-methoxyphenyl)-[2-(3-hydroxyphenyl)acetylamino]acetyl}methylamino)-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of a model of chloropeptins I, II western subunit by the intramolecular SNAr based methodology

  摘要：

  Formation of a biaryl ether bond between the termini of a tetrapeptide containing a highly racemization prone amino acid by the intramolecular SNAr reaction afforded two diastereomeric 16-membered macrocycles along with their respective atropoisomers. The (R,S,R) and its atropoisomer constituted a model of chloropeptins I, II western part. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00938-6
• 作为产物：
  描述：

  L-4-氟-3-硝基苯丙氨酸甲酯 在 三甲基氯硅烷 、 水 、 potassium carbonate 、 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 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 、 sodium iodide 、 silver(l) oxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 [2-{(R)-[amino-(3,5-dichloro-4-methoxyphenyl)acetyl]methylamino}-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of a model of chloropeptins I, II western subunit by the intramolecular SNAr based methodology

  摘要：

  Formation of a biaryl ether bond between the termini of a tetrapeptide containing a highly racemization prone amino acid by the intramolecular SNAr reaction afforded two diastereomeric 16-membered macrocycles along with their respective atropoisomers. The (R,S,R) and its atropoisomer constituted a model of chloropeptins I, II western part. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00938-6

文献信息

• Synthetic Studies towards the Synthesis of Western and Eastern Chloropeptin I, II Subunits
  作者：Georges Roussi、Eduardo González Zamora、Annie-Claude Carbonnelle、René Beugelmans

  DOI：10.3987/com-99-8514

  日期：——
• Synthesis of a model of chloropeptins I, II western subunit by the intramolecular SNAr based methodology
  作者：Georges Roussi、Eduardo González Zamora、Annie-Claude Carbonnelle、René Beugelmans

  DOI：10.1016/s0040-4039(97)00938-6

  日期：1997.6

  Formation of a biaryl ether bond between the termini of a tetrapeptide containing a highly racemization prone amino acid by the intramolecular SNAr reaction afforded two diastereomeric 16-membered macrocycles along with their respective atropoisomers. The (R,S,R) and its atropoisomer constituted a model of chloropeptins I, II western part. (C) 1997 Published by Elsevier Science Ltd.