(S)-3-(5'-{(S)-2-Allyloxycarbonylamino-2-[(S)-2-(4-fluoro-3-nitro-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-ethyl}-2',3'-dihydroxy-6-methoxy-biphenyl-3-yl)-2-tert-butoxycarbonylamino-propionic acid methyl ester | 442528-06-5

• 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: (S)-3-(5'-{(S)-2-Allyloxycarbonylamino-2-[(S)-2-(4-fluoro-3-nitro-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-ethyl}-2',3'-dihydroxy-6-methoxy-biphenyl-3-yl)-2-tert-butoxycarbonylamino-propionic acid methyl ester
• 英文别名: methyl (2S)-3-[3-[5-[(2S)-3-[[(2S)-3-(4-fluoro-3-nitrophenyl)-1-(methylamino)-1-oxopropan-2-yl]amino]-3-oxo-2-(prop-2-enoxycarbonylamino)propyl]-2,3-dihydroxyphenyl]-4-methoxyphenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 442528-06-5
• 化学式: C₃₉H₄₆FN₅O₁₃
• 分子量: 811.818
• InChiKey: RGMBRFCBPHTOBQ-AWCRTANDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  58
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  257
• 氢给体数：
  6
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (S)-3-(5'-{(S)-2-Allyloxycarbonylamino-2-[(S)-2-(4-fluoro-3-nitro-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-ethyl}-2',3'-dihydroxy-6-methoxy-biphenyl-3-yl)-2-tert-butoxycarbonylamino-propionic acid methyl ester 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-3-[3-((9S,12S)-9-Allyloxycarbonylamino-4-methoxy-12-methylcarbamoyl-16-nitro-10-oxo-2-oxa-11-aza-tricyclo[12.2.2.1^3,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaen-5-yl)-4-methoxy-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester
  参考文献：
  名称：

  Studies toward the total synthesis of RP-66453

  摘要：

  Synthesis of a bicyclic A-B-O-C ring system of RP-66453, an neurotensine receptor antagonist, with an endo aryl-aryl and an endo aryl-aryl ether bond is described. An alternative synthetic strategy starting from the construction of functionalized B-O-C cycloisodityrosine unit is also detailed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00307-6
• 作为产物：
  描述：

  methyl (2S)-3-[3-[5-[(2S)-2-amino-3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]-2,3-di(propan-2-yloxy)phenyl]-4-methoxyphenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 三氯化硼 、 碳酸氢钠 、 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 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 生成 (S)-3-(5'-{(S)-2-Allyloxycarbonylamino-2-[(S)-2-(4-fluoro-3-nitro-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-ethyl}-2',3'-dihydroxy-6-methoxy-biphenyl-3-yl)-2-tert-butoxycarbonylamino-propionic acid methyl ester
  参考文献：
  名称：

  Studies toward the total synthesis of RP-66453

  摘要：

  Synthesis of a bicyclic A-B-O-C ring system of RP-66453, an neurotensine receptor antagonist, with an endo aryl-aryl and an endo aryl-aryl ether bond is described. An alternative synthetic strategy starting from the construction of functionalized B-O-C cycloisodityrosine unit is also detailed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00307-6

文献信息

• Studies toward the total synthesis of RP-66453
  作者：Sabine Boisnard、Jieping Zhu

  DOI：10.1016/s0040-4039(02)00307-6

  日期：2002.4

  Synthesis of a bicyclic A-B-O-C ring system of RP-66453, an neurotensine receptor antagonist, with an endo aryl-aryl and an endo aryl-aryl ether bond is described. An alternative synthetic strategy starting from the construction of functionalized B-O-C cycloisodityrosine unit is also detailed. (C) 2002 Elsevier Science Ltd. All rights reserved.