[(1S)-1-环己-2-烯基]铵 | 153922-89-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: [(1S)-1-环己-2-烯基]铵
• 英文名称: (S)-(cyclohex-2-enyl)amine
• 英文别名: (1S)-cyclohex-2-en-1-amine
• CAS: 153922-89-5
• 化学式: C₆H₁₁N
• 分子量: 97.16
• InChiKey: ACYMGUSQXQEHGA-ZCFIWIBFSA-N

物化性质

• 沸点：
  171.72°C (rough estimate)
• 密度：
  0.8640 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 安全说明：
  S26

反应信息

• 作为反应物：
  描述：

  (S)-(+)-alpha-甲氧基苯乙酸 、 [(1S)-1-环己-2-烯基]铵 在 吡啶 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 生成 (S)-N-(2'-Cyclohexenyl)-(S)-2-methoxy-2-phenylacetamide
  参考文献：
  名称：

  On the Use of O-Methylmandelic Acid for the Establishment of Absolute Configuration of .alpha.-Chiral Primary Amines

  摘要：

  The absolute configuration of alpha-chiral primary amines is correlated to the relative H-1 NMR shifts (upfield or downfield) observed in the diastereomeric amides formed from (S)-O-methylmandelic acid. The amides are easily formed without racemization from either the amine or the amine salt. A model is described that explains the observed shifts and can be used to determine the absolute configuration of unknown alpha-chiral primary amines.

  DOI：

  10.1021/jo00094a035
• 作为产物：
  描述：

  cyclohex-2-enyl methyl carbonate 在 bis(η3-allyl-μ-chloropalladium(II)) ammonium cerium(IV) nitrate 、 3-(2Ph₂PC₆H₄)-2-[4-(PSPEGNHCO(CH₂)3)C₆H₄]5HIm[1,5-a]In-2-one 作用下， 以 乙醇 、 水 为溶剂， 反应 28.0h， 生成 [(1S)-1-环己-2-烯基]铵
  参考文献：
  名称：

  两性树脂负载的手性钯配合物催化水中的不对称烯丙基胺化。

  摘要：

  [反应：参见正文]碳酸环烯基酯的碳酸酯催化不对称烯丙基胺化（碳酸甲基环己烯基-2-酯，碳酸甲基环庚酯-2-基酯，碳酸5-甲氧基羰基环己烯-2-基酯，碳酸甲基环己烯基酯，5-甲氧基羰基叔丁基叔丁基通过在二甲基胺的钯络合物的非均相条件下在水中获得与1,2,5,6-四氢吡啶二甲酸-1,2,5,6-四氢吡啶二羧酸酯） （3R，9aS）-3- [2-（二苯基膦基）苯基] -2-苯基四氢-1H-咪唑并[1,5-a]吲哚-1-酮锚定在聚苯乙烯-聚（乙二醇）共聚物树脂上具有高对映体选择性（90-98％ee）的相应环烯基胺。

  DOI：

  10.1021/ol036264i

文献信息

• HIV protease inhibitors, compositions containing the same, their pharmaceutical uses and materials for their synthesis
  申请人：Canan Koch S. Stacie

  公开号：US20050250707A1

  公开（公告）日：2005-11-10

  Compounds of the formula: where the formula variables are as defined herein, are disclosed that advantageously inhibit or block the biological activity of the HIV protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with the HIV virus. Intermediates and synthetic methods for preparing such compounds are also described.

  本文披露了公式的化合物，其中公式变量如本文所定义，有利地抑制或阻断HIV蛋白酶的生物活性。这些化合物以及含有这些化合物的制药组合物，对于治疗感染HIV病毒的患者或宿主是有用的。还描述了制备这些化合物的中间体和合成方法。
• HIV protease inhibitors, compositions containing the same, their pharmaceutical uses, material for their synthesis
  申请人：Pfizer Inc

  公开号：US20040171842A1

  公开（公告）日：2004-09-02

  Compounds of the formula: 1 where the formula variables are as defined herein, are disclosed that advantageously inhibit or block the biological activity of the HIV protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with the HIV virus. Intermediates and synthetic methods for preparing such compounds are also described.

  公式为1的化合物被披露，其中公式变量如定义所述，有利地抑制或阻断HIV蛋白酶的生物活性。这些化合物以及含有这些化合物的制药组合物，对于治疗感染HIV病毒的患者或宿主非常有用。还描述了制备这些化合物的中间体和合成方法。
• On the Use of O-Methylmandelic Acid for the Establishment of Absolute Configuration of .alpha.-Chiral Primary Amines
  作者：Barry M. Trost、Richard C. Bunt、Shon R. Pulley

  DOI：10.1021/jo00094a035

  日期：1994.7

  The absolute configuration of alpha-chiral primary amines is correlated to the relative H-1 NMR shifts (upfield or downfield) observed in the diastereomeric amides formed from (S)-O-methylmandelic acid. The amides are easily formed without racemization from either the amine or the amine salt. A model is described that explains the observed shifts and can be used to determine the absolute configuration of unknown alpha-chiral primary amines.
• Asymmetric Allylic Amination in Water Catalyzed by an Amphiphilic Resin-Supported Chiral Palladium Complex
  作者：Yasuhiro Uozumi、Hirotaka Tanaka、Kazutaka Shibatomi

  DOI：10.1021/ol036264i

  日期：2004.1.1

  [reaction: see text] Catalytic asymmetric allylic amination of cycloalkenyl carbonates (methyl cyclohexen-2-yl carbonate, methyl cyclohepten-2-yl carbonate, methyl 5-methoxycarbonylcyclohexen-2-yl carbonate, methyl cyclohexenyl carbonate, tert-butyl 5-methoxycarbonyloxy-1,2,5,6-tetrahydropyridinedicarboxylate) with dibenzylamines ((C6H5CH2)2NH, (C6H5CH2)(4-CH3OC6H4CH2)NH, (4-CH3OC6H4CH2)2NH) was achieved

  [反应：参见正文]碳酸环烯基酯的碳酸酯催化不对称烯丙基胺化（碳酸甲基环己烯基-2-酯，碳酸甲基环庚酯-2-基酯，碳酸5-甲氧基羰基环己烯-2-基酯，碳酸甲基环己烯基酯，5-甲氧基羰基叔丁基叔丁基通过在二甲基胺的钯络合物的非均相条件下在水中获得与1,2,5,6-四氢吡啶二甲酸-1,2,5,6-四氢吡啶二羧酸酯） （3R，9aS）-3- [2-（二苯基膦基）苯基] -2-苯基四氢-1H-咪唑并[1,5-a]吲哚-1-酮锚定在聚苯乙烯-聚（乙二醇）共聚物树脂上具有高对映体选择性（90-98％ee）的相应环烯基胺。