methyl 2-[2-[2-[2-[2-[(1S)-2-hydroxy-1-[[(2S)-3-methyl-2-[[(2R,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]butanoyl]amino]ethyl]-1,3-oxazol-4-yl]-1,3-oxazol-4-yl]-1,3-thiazol-4-yl]-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxylate | 952413-91-1

• 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: methyl 2-[2-[2-[2-[2-[(1S)-2-hydroxy-1-[[(2S)-3-methyl-2-[[(2R,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]butanoyl]amino]ethyl]-1,3-oxazol-4-yl]-1,3-oxazol-4-yl]-1,3-thiazol-4-yl]-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxylate
• CAS: 952413-91-1
• 化学式: C₄₁H₄₆N₈O₁₁S
• 分子量: 858.929
• InChiKey: OSRZKTNCCGEBPJ-IGISIURPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  61
• 可旋转键数：
  19
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  288
• 氢给体数：
  4
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  methyl 2-[2-[2-[2-[2-[(1S)-2-hydroxy-1-[[(2S)-3-methyl-2-[[(2R,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]butanoyl]amino]ethyl]-1,3-oxazol-4-yl]-1,3-oxazol-4-yl]-1,3-thiazol-4-yl]-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxylate 在 lithium hydroxide 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Preparation of penta-azole containing cyclopeptides: challenges in macrocyclization

  摘要：

  Herein is described the synthesis of several analogs of the natural product IB-01211 from concatenated azoles, via a biomimetic pathway based on cyclization-oxidation of serine containing peptides combined with the Hantzsch synthesis. The macrocyclization of rigid peptide compounds 1 and 2 to give IB-01211 and its epimer 12b was explored, and the results are compared here to those previously obtained for the macrocyclization of more flexible structures in the syntheses of YM-216391, telomestatin, and IB-01211. Lastly, the preliminary results of anti-tumor activity screening of the synthesized analogs are discussed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.103
• 作为产物：
  描述：

  methyl 2'-{2-[2'-(2-tert-butoxy-1-(tert-butoxycarbonyl-amino)ethyl)-[2,4']bisoxazol-4-yl]thiazol-4-yl}-5-phenyl[2,4']bisoxazolyl-4-carboxylate 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 methyl 2-[2-[2-[2-[2-[(1S)-2-hydroxy-1-[[(2S)-3-methyl-2-[[(2R,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]butanoyl]amino]ethyl]-1,3-oxazol-4-yl]-1,3-oxazol-4-yl]-1,3-thiazol-4-yl]-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxylate
  参考文献：
  名称：

  Preparation of penta-azole containing cyclopeptides: challenges in macrocyclization

  摘要：

  Herein is described the synthesis of several analogs of the natural product IB-01211 from concatenated azoles, via a biomimetic pathway based on cyclization-oxidation of serine containing peptides combined with the Hantzsch synthesis. The macrocyclization of rigid peptide compounds 1 and 2 to give IB-01211 and its epimer 12b was explored, and the results are compared here to those previously obtained for the macrocyclization of more flexible structures in the syntheses of YM-216391, telomestatin, and IB-01211. Lastly, the preliminary results of anti-tumor activity screening of the synthesized analogs are discussed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.103