(1S,2R)-trans-(+)-1-amino-2-aminomethylcyclohexane | 24716-96-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1S,2R)-trans-(+)-1-amino-2-aminomethylcyclohexane
• 英文别名: (1S,2R)-2-(aminomethyl)cyclohexylamine；rac-trans-1-aminomethyl-2-aminocyclohexane；(1S,2R)-2-(aminomethyl)cyclohexan-1-amine
• CAS: 24716-96-9
• 化学式: C₇H₁₆N₂
• 分子量: 128.217
• InChiKey: ZUYYQGFCSKJGDO-RQJHMYQMSA-N

物化性质

• 沸点：
  200.3±8.0 °C(Predicted)
• 密度：
  0.923±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1R,2R)-2-aminocyclohexane-1-carbonitrile 在 lithium aluminium tetrahydride 、 Burkholderia cepacia lipase PS-C II 作用下， 以 various solvent(s) 为溶剂， 反应 206.0h， 生成 (1S,2R)-trans-(+)-1-amino-2-aminomethylcyclohexane
  参考文献：
  名称：

  An effective approach to the enantiomers of alicyclic β-aminonitriles by using lipase catalysis

  摘要：

  Lipase-catalyzed N-acylations of racemic cis- and trans-2-aminocyclopentane- (and cyclohexane-) carbonitriles with 2,2,2-trifluoethyl butanoate in tert-butyl methyl ether (TBME) and in room-temperature ionic liquids (RTILs) were studied. The racemates were effectively resolved (E > 200) on a preparative scale by lipase PS-C II (lipase from Burkholderia cepacia) in TBME, resulting in two enantiomers in their enantiopure forms at 50% conversion. The reactions in RTILs with Novozym 435 (Candida antarctica lipase B) were slow and proceeded with low enantio selectivity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.10.017

文献信息

• Platinum complexes, processes for their preparation, pharmaceutical compositions containing them and their use as medicaments
  申请人：Kidani, Yoshinori

  公开号：EP0008936B1

  公开（公告）日：1983-02-16
• NEW CIS-PLATINUM COMPLEXES WITH CHELATING AMINES AND SULPHINYL CARBOXYLATES
  申请人：BOEHRINGER MANNHEIM ITALIA S.P.A.

  公开号：EP0513030B1

  公开（公告）日：1994-01-26
• US4255347A
  申请人：——

  公开号：US4255347A

  公开（公告）日：1981-03-10
• US5275827A
  申请人：——

  公开号：US5275827A

  公开（公告）日：1994-01-04
• An effective approach to the enantiomers of alicyclic β-aminonitriles by using lipase catalysis
  作者：Mónika Fitz、Katri Lundell、Maria Lindroos、Ferenc Fülöp、Liisa T. Kanerva

  DOI：10.1016/j.tetasy.2005.10.017

  日期：2005.11

  Lipase-catalyzed N-acylations of racemic cis- and trans-2-aminocyclopentane- (and cyclohexane-) carbonitriles with 2,2,2-trifluoethyl butanoate in tert-butyl methyl ether (TBME) and in room-temperature ionic liquids (RTILs) were studied. The racemates were effectively resolved (E > 200) on a preparative scale by lipase PS-C II (lipase from Burkholderia cepacia) in TBME, resulting in two enantiomers in their enantiopure forms at 50% conversion. The reactions in RTILs with Novozym 435 (Candida antarctica lipase B) were slow and proceeded with low enantio selectivity. (c) 2005 Elsevier Ltd. All rights reserved.