ethyl 2-[(1S)-2-methyl-1-[[2-[(1S)-2-methyl-1-[[(4S,5R)-5-methyl-2-[(1S)-2-methyl-1-(phenylmethoxycarbonylamino)propyl]-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-thiazole-4-carboxylate | 220717-68-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-[(1S)-2-methyl-1-[[2-[(1S)-2-methyl-1-[[(4S,5R)-5-methyl-2-[(1S)-2-methyl-1-(phenylmethoxycarbonylamino)propyl]-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-thiazole-4-carboxylate
• CAS: 220717-68-0
• 化学式: C₃₅H₄₆N₆O₈S
• 分子量: 710.852
• InChiKey: WONVQXDFMXXZMT-XBTMSFKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  50
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  212
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(1S)-2-methyl-1-[[2-[(1S)-2-methyl-1-[[(4S,5R)-5-methyl-2-[(1S)-2-methyl-1-(phenylmethoxycarbonylamino)propyl]-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-thiazole-4-carboxylate 在 钯 氢气 作用下， 以 乙醇 、 三乙胺 为溶剂， 反应 5.0h， 以83%的产率得到ethyl 2-[(1S)-1-[[2-[(1S)-1-[[(4S,5R)-2-[(1S)-1-amino-2-methylpropyl]-5-methyl-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]-2-methylpropyl]-1,3-oxazole-4-carbonyl]amino]-2-methylpropyl]-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Total Synthesis of Bistratamide D

  摘要：

  The total synthesis of the macrocyclic hexapeptide bistratamide D is reported. The synthetic strategy involved assembly of enantiomerically pure oxazole, thiazole, and oxazoline segments derived from amino acids. Macrocyclization of the hexapeptidic aminooxazoline-oxazole-thiazole carboxylic acid fragment was accomplished by activation with O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU).

  DOI：

  10.1021/jo981664i
• 作为产物：
  描述：

  4-<2-<(S)-1-tert-butyloxycarbonylamino-2-methylpropyl>>-oxazole carboxylic acid 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 、 乙酰氯 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 35.67h， 生成 ethyl 2-[(1S)-2-methyl-1-[[2-[(1S)-2-methyl-1-[[(4S,5R)-5-methyl-2-[(1S)-2-methyl-1-(phenylmethoxycarbonylamino)propyl]-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-oxazole-4-carbonyl]amino]propyl]-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Total Synthesis of Bistratamide D

  摘要：

  The total synthesis of the macrocyclic hexapeptide bistratamide D is reported. The synthetic strategy involved assembly of enantiomerically pure oxazole, thiazole, and oxazoline segments derived from amino acids. Macrocyclization of the hexapeptidic aminooxazoline-oxazole-thiazole carboxylic acid fragment was accomplished by activation with O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU).

  DOI：

  10.1021/jo981664i

文献信息

• Total Synthesis of Bistratamide D
  作者：Susan V. Downing、Enrique Aguilar、A. I. Meyers

  DOI：10.1021/jo981664i

  日期：1999.2.1

  The total synthesis of the macrocyclic hexapeptide bistratamide D is reported. The synthetic strategy involved assembly of enantiomerically pure oxazole, thiazole, and oxazoline segments derived from amino acids. Macrocyclization of the hexapeptidic aminooxazoline-oxazole-thiazole carboxylic acid fragment was accomplished by activation with O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU).