[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 | 193074-08-7

• 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)-(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
• 英文别名: methyl (2R)-2-[[(2S)-2-[[(2R)-2-(3,5-dichloro-4-methoxyphenyl)-2-[[2-(3-hydroxyphenyl)acetyl]amino]acetyl]-methylamino]-3-(4-fluoro-3-nitrophenyl)propanoyl]amino]-2-(4-methoxyphenyl)acetate
• CAS: 193074-08-7
• 化学式: C₃₇H₃₅Cl₂FN₄O₁₀
• 分子量: 785.61
• InChiKey: CXRZNWOWTVSDGE-FCIJAXDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  54
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  189
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [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 在 18-冠醚-6 、 potassium hydrogencarbonate 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 生成 (S)-{[(11S,14S)-11-(3,5-Dichloro-4-methoxy-phenyl)-13-methyl-19-nitro-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carbonyl]-amino}-(4-methoxy-phenyl)-acetic acid methyl ester 、 methyl (2R)-2-[[(11S,14S)-11-(3,5-dichloro-4-methoxyphenyl)-13-methyl-18-nitro-9,12-dioxo-2-oxa-10,13-diazatricyclo[14.2.2.13,7]henicosa-1(18),3,5,7(21),16,19-hexaene-14-carbonyl]amino]-2-(4-methoxyphenyl)acetate 、 (S)-{[(11R,14S)-11-(3,5-Dichloro-4-methoxy-phenyl)-13-methyl-19-nitro-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carbonyl]-amino}-(4-methoxy-phenyl)-acetic acid methyl ester 、 methyl (2R)-2-[[(11R,14S)-11-(3,5-dichloro-4-methoxyphenyl)-13-methyl-18-nitro-9,12-dioxo-2-oxa-10,13-diazatricyclo[14.2.2.13,7]henicosa-1(18),3,5,7(21),16,19-hexaene-14-carbonyl]amino]-2-(4-methoxyphenyl)acetate
  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)-(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

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.