dimethyl (1'R,2'R)-2,2-[cyclopentane-1',2'-diylbis(aminocarbonyl)]diethanoate | 477873-21-5

• 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: dimethyl (1'R,2'R)-2,2-[cyclopentane-1',2'-diylbis(aminocarbonyl)]diethanoate
• 英文别名: methyl 3-[[(1R,2R)-2-[(3-methoxy-3-oxopropanoyl)amino]cyclopentyl]amino]-3-oxopropanoate
• CAS: 477873-21-5
• 化学式: C₁₃H₂₀N₂O₆
• 分子量: 300.312
• InChiKey: FCZVUCQONXQLCG-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl (1'R,2'R)-2,2-[cyclopentane-1',2'-diylbis(aminocarbonyl)]diethanoate 在 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以100%的产率得到(1R,2R)-N,N'-(cyclopentane-1,2-diyl)-bis(carbamoylethanamide)
  参考文献：
  名称：

  Biocatalytic Approaches toward the Synthesis of Both Enantiomers of trans-Cyclopentane-1,2-diamine

  摘要：

  [GRAPHICS]A lipase-catalyzed double monoaminolysis of dimethyl malonate by (+/-)-trans-cyclopentane-1,2-diamine allows the sequential resolution of the latter compound, affording an enantiopure bis(amidoester), which is subsequently transformed into an optically active polyamine. As an alternative, both enantiomers of the diamine can be obtained from enantiopure (+)- or (-)-2-aminocyclopentanol, prepared by enzymatic resolution.

  DOI：

  10.1021/ol026574l
• 作为产物：
  描述：

  benzyl N-[(1S,2R)-2-hydroxycyclopentyl]-carbamate 在 palladium on activated charcoal Candida antarctica lipase 、 sodium azide 、 氢气 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 dimethyl (1'R,2'R)-2,2-[cyclopentane-1',2'-diylbis(aminocarbonyl)]diethanoate
  参考文献：
  名称：

  Biocatalytic Approaches toward the Synthesis of Both Enantiomers of trans-Cyclopentane-1,2-diamine

  摘要：

  [GRAPHICS]A lipase-catalyzed double monoaminolysis of dimethyl malonate by (+/-)-trans-cyclopentane-1,2-diamine allows the sequential resolution of the latter compound, affording an enantiopure bis(amidoester), which is subsequently transformed into an optically active polyamine. As an alternative, both enantiomers of the diamine can be obtained from enantiopure (+)- or (-)-2-aminocyclopentanol, prepared by enzymatic resolution.

  DOI：

  10.1021/ol026574l

文献信息

• Biocatalytic Approaches toward the Synthesis of Both Enantiomers of <i>trans</i>-Cyclopentane-1,2-diamine
  作者：Amparo Luna、Ignacio Alfonso、Vicente Gotor

  DOI：10.1021/ol026574l

  日期：2002.10.1

  [GRAPHICS]A lipase-catalyzed double monoaminolysis of dimethyl malonate by (+/-)-trans-cyclopentane-1,2-diamine allows the sequential resolution of the latter compound, affording an enantiopure bis(amidoester), which is subsequently transformed into an optically active polyamine. As an alternative, both enantiomers of the diamine can be obtained from enantiopure (+)- or (-)-2-aminocyclopentanol, prepared by enzymatic resolution.