Methyl 5-[bis(phenylmethoxycarbonylamino)methylideneamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(trifluoromethyl)pent-3-ynoate | 322474-27-1

• 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: Methyl 5-[bis(phenylmethoxycarbonylamino)methylideneamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(trifluoromethyl)pent-3-ynoate
• CAS: 322474-27-1
• 化学式: C₂₉H₃₁F₃N₄O₈
• 分子量: 620.582
• InChiKey: QHLSOQNFIGWCOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  154
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Methyl 5-[bis(phenylmethoxycarbonylamino)methylideneamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(trifluoromethyl)pent-3-ynoate 在 Pd(en)/C 氢气 作用下， 以 甲醇 为溶剂， 以96%的产率得到Methyl 5-[bis(phenylmethoxycarbonylamino)methylideneamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(trifluoromethyl)pentanoate
  参考文献：
  名称：

  First Synthesis of Totally Orthogonal Protected α-(Trifluoromethyl)- and α-(Difluoromethyl)arginines

  摘要：

  The first synthesis of a series of totally orthogonal protected racemic alpha-(trifluoromethyl)- and alpha-(difluoromethyl)arginines is described. The key steps of the synthesis are the mild guanidinylation procedure and the selective hydrogenation of a CC triple bond in the presence of a Cbz-group.

  DOI：

  10.1021/jo0009043
• 作为产物：
  描述：

  methyl trifluoropyruvate 以 四氢呋喃 为溶剂， 生成 Methyl 5-[bis(phenylmethoxycarbonylamino)methylideneamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(trifluoromethyl)pent-3-ynoate
  参考文献：
  名称：

  First Synthesis of Totally Orthogonal Protected α-(Trifluoromethyl)- and α-(Difluoromethyl)arginines

  摘要：

  The first synthesis of a series of totally orthogonal protected racemic alpha-(trifluoromethyl)- and alpha-(difluoromethyl)arginines is described. The key steps of the synthesis are the mild guanidinylation procedure and the selective hydrogenation of a CC triple bond in the presence of a Cbz-group.

  DOI：

  10.1021/jo0009043

文献信息

• First Synthesis of Totally Orthogonal Protected α-(Trifluoromethyl)- and α-(Difluoromethyl)arginines
  作者：Maurizio Moroni、Beate Koksch、Sergey N. Osipov、Marcello Crucianelli、Massimo Frigerio、Pierfrancesco Bravo、Klaus Burger

  DOI：10.1021/jo0009043

  日期：2001.1.1

  The first synthesis of a series of totally orthogonal protected racemic alpha-(trifluoromethyl)- and alpha-(difluoromethyl)arginines is described. The key steps of the synthesis are the mild guanidinylation procedure and the selective hydrogenation of a CC triple bond in the presence of a Cbz-group.