5-Amino-2-tert-butoxycarbonylamino-2-difluoromethyl-pentanoic acid ethyl ester | 322474-20-4

• 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: 5-Amino-2-tert-butoxycarbonylamino-2-difluoromethyl-pentanoic acid ethyl ester
• 英文别名: Ethyl 5-amino-2-(difluoromethyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
• CAS: 322474-20-4
• 化学式: C₁₃H₂₄F₂N₂O₄
• 分子量: 310.341
• InChiKey: XUFIMLKRONDNSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  90.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3-二(苄氧羰基)-2-甲基异硫脲 、 5-Amino-2-tert-butoxycarbonylamino-2-difluoromethyl-pentanoic acid ethyl ester 以 甲醇 为溶剂， 以60%的产率得到3-difluoromethyl-3-(tert-butoxycarbonylamino)piperidin-2-one
  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：

  2-tert-Butoxycarbonylamino-2-difluoromethyl-hexanedioic acid 1-ethyl ester 在 吡啶 、 ammonium hydroxide 、 N,N'-二环己基碳二亚胺 、 [双(三氟乙酰氧基)碘]苯 作用下， 生成 5-Amino-2-tert-butoxycarbonylamino-2-difluoromethyl-pentanoic acid ethyl ester
  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.