(S)-2-[(S)-2-{3-[(S)-1-((R)-2-tert-Butoxycarbonylamino-propionylamino)-ethyl]-[1,2,4]triazol-4-yl}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid methyl ester | 684233-23-6

• 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: (S)-2-[(S)-2-{3-[(S)-1-((R)-2-tert-Butoxycarbonylamino-propionylamino)-ethyl]-[1,2,4]triazol-4-yl}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid methyl ester
• 英文别名: methyl (2S)-2-[[(2S)-3-(4-methoxyphenyl)-2-[3-[(1S)-1-[[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]ethyl]-1,2,4-triazol-4-yl]propanoyl]amino]propanoate
• CAS: 684233-23-6
• 化学式: C₂₆H₃₈N₆O₇
• 分子量: 546.624
• InChiKey: DXNBQRWKDGKVNM-CLWJZODNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  163
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (S)-2-[(S)-2-{3-[(S)-1-((R)-2-tert-Butoxycarbonylamino-propionylamino)-ethyl]-[1,2,4]triazol-4-yl}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid methyl ester 在 palladium on activated charcoal 盐酸 、 lithium hydroxide 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 3-羟基-1,2,3-苯并三嗪-4(3H)-酮 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醇 、 水 为溶剂， 反应 54.0h， 生成 (5S,8S)-8-((S)-2-((S)-2-(3-((S)-1-((R)-2-aminopropanamido)ethyl)-4H-1,2,4-triazol-4-yl)-3-(4-methoxyphenyl)propanamido)-N-methylpropanamido)-36-methoxy-6-methyl-7-oxo-2-oxa-6-aza-1(1,4),3(1,3)-dibenzenacyclononaphane-5-carboxylic acid
  参考文献：
  名称：

  Semisynthesis of an Analogue of Antitumor Bicyclic Hexapeptide RA-VII by Fixing the Ala-2/Tyr-3 Bond to Cis by Incorporating a Triazole cis-Amide Bond Surrogate

  摘要：

  We prepared an analogue of an antitumor bicyclic hexapeptide RA-VII whose amide configuration between residues 2 and 3 was fixed to cis by incorporating a triazole cis-amide bond surrogate. This analogue was shown, by NMR studies, to take almost the same conformation as that of the minor conformer of RA-VII. It showed no cytotoxic activity.

  DOI：

  10.1021/ol040005r
• 作为产物：
  描述：

  (S)-2-[(S)-2-[3-((S)-1-tert-Butoxycarbonylamino-ethyl)-[1,2,4]triazol-4-yl]-3-(4-methoxy-phenyl)-propionylamino]-propionic acid methyl ester 在 盐酸 、 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 1,4-二氧六环 、 氯仿 为溶剂， 反应 10.5h， 生成 (S)-2-[(S)-2-{3-[(S)-1-((R)-2-tert-Butoxycarbonylamino-propionylamino)-ethyl]-[1,2,4]triazol-4-yl}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid methyl ester
  参考文献：
  名称：

  Semisynthesis of an Analogue of Antitumor Bicyclic Hexapeptide RA-VII by Fixing the Ala-2/Tyr-3 Bond to Cis by Incorporating a Triazole cis-Amide Bond Surrogate

  摘要：

  We prepared an analogue of an antitumor bicyclic hexapeptide RA-VII whose amide configuration between residues 2 and 3 was fixed to cis by incorporating a triazole cis-amide bond surrogate. This analogue was shown, by NMR studies, to take almost the same conformation as that of the minor conformer of RA-VII. It showed no cytotoxic activity.

  DOI：

  10.1021/ol040005r

文献信息

• Semisynthesis of an Analogue of Antitumor Bicyclic Hexapeptide RA-VII by Fixing the Ala-2/Tyr-3 Bond to <i>Cis</i> by Incorporating a Triazole <i>cis</i>-Amide Bond Surrogate
  作者：Yukio Hitotsuyanagi、Shuichi Motegi、Tomoyo Hasuda、Koichi Takeya

  DOI：10.1021/ol040005r

  日期：2004.4.1

  We prepared an analogue of an antitumor bicyclic hexapeptide RA-VII whose amide configuration between residues 2 and 3 was fixed to cis by incorporating a triazole cis-amide bond surrogate. This analogue was shown, by NMR studies, to take almost the same conformation as that of the minor conformer of RA-VII. It showed no cytotoxic activity.