(R)-2-Amino-3-cyclohexyl-propionic acid tert-butyl ester | 193286-94-1

• 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: (R)-2-Amino-3-cyclohexyl-propionic acid tert-butyl ester
• 英文别名: (R)-tert-Butyl 2-amino-3-cyclohexylpropanoate；tert-butyl (2R)-2-amino-3-cyclohexylpropanoate
• CAS: 193286-94-1
• 化学式: C₁₃H₂₅NO₂
• 分子量: 227.347
• InChiKey: BFHYVCSFGFKQIG-LLVKDONJSA-N

物化性质

• 沸点：
  294.2±13.0 °C(Predicted)
• 密度：
  0.970±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-2-Amino-3-cyclohexyl-propionic acid tert-butyl ester 在 盐酸 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 生成 (R)-2-(Benzyloxycarbonyl-benzyloxycarbonylmethyl-amino)-3-cyclohexyl-propionic acid
  参考文献：
  名称：

  An efficient preparation of the potent and selective pseudopeptide thrombin inhibitor, inogatran

  摘要：

  Inogatran is an effective and selective pseudopeptide inhibitor of thrombin that has been shown to be efficacious in a series of in vitro and in vivo models of thrombosis. Herein, we report an efficient and convergent chemical synthesis of Inogatran that is amenable to the preparation of multiple gram quantities. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00271-0
• 作为产物：
  描述：

  D-苯丙氨酸 在 Rh on carbon 硫酸 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 、 硫酸 为溶剂， 生成 (R)-2-Amino-3-cyclohexyl-propionic acid tert-butyl ester
  参考文献：
  名称：

  An efficient preparation of the potent and selective pseudopeptide thrombin inhibitor, inogatran

  摘要：

  Inogatran is an effective and selective pseudopeptide inhibitor of thrombin that has been shown to be efficacious in a series of in vitro and in vivo models of thrombosis. Herein, we report an efficient and convergent chemical synthesis of Inogatran that is amenable to the preparation of multiple gram quantities. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00271-0

文献信息

• An Efficient Asymmetric Biomimetic Transamination of α-Keto Esters to Chiral α-Amino Esters
  作者：Xiao Xiao、Mao Liu、Chao Rong、Fazhen Xue、Songlei Li、Ying Xie、Yian Shi

  DOI：10.1021/ol302427d

  日期：2012.10.19

  An efficient asymmetric biomimetic transamination of α-keto esters with quinine derivatives as chiral bases was described. A wide variety of α-amino esters containing various functional groups can be synthesized in high yield and enantioselectivity.

  描述了一种有效的不对称仿生氨基转移的α-酮酯与奎宁衍生物作为手性碱。可以以高收率和对映选择性合成多种含有各种官能团的α-氨基酯。
• A nonpeptidic agonist ligand of the human C5a receptor: Synthesis, binding affinity optimization and functional characterization
  作者：S.E. de Laszlo、E.E. Allen、B. Li、D. Ondeyka、R. Rivero、L. Malkowitz、C. Molineaux、S.J. Siciliano、M.S. Springer、W.J. Greenlee、N. Mantlo

  DOI：10.1016/s0960-894x(96)00606-3

  日期：1997.1

  The structural optimization for binding affinity and attempted modification of agonist function of a nonpeptide ligand of the human C5a receptor is described. (C) 1997, Elsevier Science Ltd.
• An efficient preparation of the potent and selective pseudopeptide thrombin inhibitor, inogatran
  作者：Patrice Préville、John X. He、Micheline Tarazi、M.Arshad Siddiqui、Wayne L. Cody、Annette M. Doherty

  DOI：10.1016/s0960-894x(97)00271-0

  日期：1997.6

  Inogatran is an effective and selective pseudopeptide inhibitor of thrombin that has been shown to be efficacious in a series of in vitro and in vivo models of thrombosis. Herein, we report an efficient and convergent chemical synthesis of Inogatran that is amenable to the preparation of multiple gram quantities. (C) 1997 Elsevier Science Ltd.