methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate | 339061-50-6

• 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: methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate
• 英文别名: methyl (2R)-1-[(2S)-2-[[2-methyl-2-[[(E,2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]dec-8-enoyl]amino]propanoyl]amino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
• CAS: 339061-50-6
• 化学式: C₃₄H₅₂N₄O₇
• 分子量: 628.809
• InChiKey: CDYSONPUMBVYMF-GKRUCUJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  45
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate 在 lithium hydroxide 、 三氟乙酸 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  Asymmetric total synthesis of natural diheteropeptin

  摘要：

  A total asymmetric synthesis of diheteropeptin and a stereomer from the known (E)-1-iodo-6-octene, using the Schollkopf method for amino acid synthesis and Sharpless asymmetric dihydroxylation as key steps, is described. The asymmetric synthesis of a new unsaturated amino acid is also described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00139-3
• 作为产物：
  描述：

  (E)-2-辛烯醇 在 盐酸 、 lithium hydroxide 、 正丁基锂 、 TEA 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 lithium iodide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醚 、 二氯甲烷 、 水 为溶剂， 生成 methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate
  参考文献：
  名称：

  Asymmetric total synthesis of natural diheteropeptin

  摘要：

  A total asymmetric synthesis of diheteropeptin and a stereomer from the known (E)-1-iodo-6-octene, using the Schollkopf method for amino acid synthesis and Sharpless asymmetric dihydroxylation as key steps, is described. The asymmetric synthesis of a new unsaturated amino acid is also described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00139-3

文献信息

• Asymmetric total synthesis of natural diheteropeptin
  作者：Philippe Durand、Philippe Peralba、Vincent Derain、Sylviane Komesli、Patrice Renaut

  DOI：10.1016/s0040-4039(01)00139-3

  日期：2001.3

  A total asymmetric synthesis of diheteropeptin and a stereomer from the known (E)-1-iodo-6-octene, using the Schollkopf method for amino acid synthesis and Sharpless asymmetric dihydroxylation as key steps, is described. The asymmetric synthesis of a new unsaturated amino acid is also described. (C) 2001 Elsevier Science Ltd. All rights reserved.