(S)-1-piperidine | 40847-49-2

• 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: (S)-1-piperidine
• 英文别名: (S)-N-(N-Benzyloxycarbonylprolyl)piperidin；(S)-benzyl 2-(piperidine-1-carbonyl)pyrrolidine-1-carboxylate；(S)-1-[N-(benzyloxycarbonyl)prolyl]piperidine；benzyl (2S)-2-(piperidine-1-carbonyl)pyrrolidine-1-carboxylate
• CAS: 40847-49-2
• 化学式: C₁₈H₂₄N₂O₃
• 分子量: 316.4
• InChiKey: RQDZEMWKEQRMCW-INIZCTEOSA-N

物化性质

• 熔点：
  92-93 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  497.3±45.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-piperidine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以95%的产率得到1-哌啶基[(2S)-2-吡咯烷基]甲酮
  参考文献：
  名称：

  在叔酰胺存在下将仲酰胺选择性还原为胺

  摘要：

  可以使用硼氢化锂将被Cbz基团激活的仲酰胺还原为相应的半缩醛。然后氢化除去Cbz和羟基以产生相关的胺。叔酰胺不受影响。

  DOI：

  10.1016/s0040-4039(98)02509-x
• 作为产物：
  描述：

  哌啶 、 N-苄氧羰基-L-脯氨酸 在 N,N'-二环己基碳二亚胺 作用下， 生成 (S)-1-piperidine
  参考文献：
  名称：

  Asymmetric Trasformation of Symmetrical Epoxides to Allylic Alcohols by Lithium (S)-2-(N,N-Disubstituted aminomethyl)pyrrolidide

  摘要：

  使用由(S)-2-(N,N-二取代氨基甲基)吡咯烷和丁基锂制备的手性锂胺，研究了对称环氧化物的对映选择性去质子化反应。通过在四氢呋喃（THF）中采用锂(S)-2-(1-吡咯啉甲基)吡咯化锂并加入1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）的条件，从若干环状和非环状环氧化物中获得了具有中等至高度对映体过剩（ee's）（41-92% ee）的手性烯丙醇。

  DOI：

  10.1246/bcsj.63.721

文献信息

• Highly Regio- and Enantioselective Organocatalytic Conjugate Addition of Alkyl Methyl Ketones to a β-Silylmethylene Malonate
  作者：Raghunath Chowdhury、Sunil K. Ghosh

  DOI：10.1021/ol900803n

  日期：2009.8.6

  (S)-N-(2-Pyrrolidinylmethyl)pyrrolidine/trifluoroacetic acid (3:1) combination catalyzed the direct addition of alkyl methyl ketones to β-dimethyl(phenyl)silylmethylene malonate at the methyl terminal with high yield and excellent regio- and enantioselectivity. The silyl group played crucial roles in regioselection and substrate reactivity.

  （S）-N-（2-吡咯烷基甲基）吡咯烷/三氟乙酸（3：1）的组合催化烷基甲基酮直接加到β-二甲基（苯基）甲硅烷基亚甲基丙二酸酯的甲基末端上，具有高产率和良好的区域选择性。对映选择性。甲硅烷基在区域选择和底物反应性中起关键作用。
• Asymmetric aldol-type reaction between both achiral ketene silyl acetals of acetic acid esters and aldehydes by the use of a chiral promoter
  作者：Teruaki Mukaiyama、Shū Kobayashi、Tetsuya Sano

  DOI：10.1016/s0040-4020(01)85587-3

  日期：——

  aldol-type reaction between achiral ketene silyl acetals of acetic acid esters and achiral aldehydes is successfully carried out by the use of a chiral promoter, a combined use of chiral diamine coordinated tin(II) trifluoromethanesulfonate (tin(II) triflate) and tributyltin fluoride. The structure of this new promoter and the mechanism of the present asymmetric aldol-type reaction are discussed.

  通过使用手性促进剂，手性二胺配位的三氟甲磺酸锡（II）（三氟甲磺酸锡（II））和三丁基氟化锡。讨论了该新启动子的结构和当前不对称醛醇型反应的机理。
• CHOLINESTERASE ACTIVATOR
  申请人：ZERIA PHARMACEUTICAL CO., LTD.

  公开号：EP0754454A1

  公开（公告）日：1997-01-22

  The invention relates to a cholinesterase activator comprising, as an active ingredient, a compound represented by the following general formula (I): wherein A means a group such as a phenyl group or indanyl group, B denotes a group such as a prolyl group or thioprolyl group, and m stands for an integer of 0-5. The cholinesterase activator according to the invention has a strongly activating action on cholinesterase, in particular, a selectively activating action on peripheral cholinesterase and is also high in safety. It is hence useful as an agent for preventing and treating the side effects of central cholinesterase inhibitors, in particular, hepatopathy, and an agent for preventing and treating the side effects of various medicines manifested on the basis of a cholinesterase-inhibiting action.

  本发明涉及一种胆碱酯酶激活剂，其活性成分包括由以下通式（I）代表的化合物： 其中 A 表示苯基或茚基等基团，B 表示脯氨酰基或噻丙酰基等基团，m 代表 0-5 的整数。 本发明的胆碱酯酶激活剂对胆碱酯酶有强烈的激活作用，特别是对外周胆碱酯酶有选择性激活作用，而且安全性高。因此，它可用作预防和治疗中枢性胆碱酯酶抑制剂副作用（尤其是肝病）的药物，以及预防和治疗以胆碱酯酶抑制作用为基础的各种药物副作用的药物。
• 10.1021/ol403508
  作者：Bai, Jianfei、Zambron, Bartosz K.、Vogel, Pierre

  DOI：10.1021/ol403508

  日期：——
• Small organic molecule catalyzed enantioselective direct aldol reaction in water
  作者：Swapandeep Singh Chimni、Dinesh Mahajan

  DOI：10.1016/j.tetasy.2006.07.016

  日期：2006.8

  Protonated pyrrolidine based small organic molecules have been designed and evaluated for the asymmetric direct aldol reaction in water. The designed organocatalysts are multifunctional in nature and exploit the combined effect of hydrogen bonding and hydrophobic interactions for enantioselective catalysis in water. As a result a unique direct asymmetric aldol reaction in water catalyzed by a small organic molecule having an amide linkage has been developed. The developed catalyst affords chiral beta-hydroxyketones in good yields (93%) and enantioselectivities (upto 62%) in water. (c) 2006 Elsevier Ltd. All rights reserved.