1-(2-甲氧基-1-哌啶基)乙酮 | 63050-18-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 1-(2-甲氧基-1-哌啶基)乙酮
• 英文名称: 1-acetyl-2-methoxy-piperidine
• 英文别名: N-acetyl-2-methoxypiperidine；1-acetyl-2-methoxypiperidine；1-Acetyl-2-methoxypiperidin；1-(2-methoxypiperidin-1-yl)ethanone
• CAS: 63050-18-0
• 化学式: C₈H₁₅NO₂
• 分子量: 157.213
• InChiKey: YIRWJTCXEZNFDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  1-(2-甲氧基-1-哌啶基)乙酮 在 溶剂黄146 、 copper(l) chloride 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-[2-[3-(Dimethylamino)prop-1-ynyl]piperidin-1-yl]ethanone
  参考文献：
  名称：

  Resolved pyrrolidine, piperidine, and perhydroazepine analogs of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide

  摘要：

  A series of conformationally restricted analogues of the partial muscarinic agonist N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM 5; 1) was synthesized. Three of the racemic derivatives were resolved into the enantiomers. The compounds were investigated for muscarinic and antimuscarinic activity in the isolated guinea pig ileum. They were found to be fairly potent muscarinic antagonists or weak partial agonists. The new compounds were either equally or less potent than 1 in inhibiting (-)-[3H]-N-methylscopolamine binding in homogenates of the rat cerebral cortex. Thus, structural modifications to 1 in which the amide moiety and the methyl group in the butynyl chain have been joined to form a six- or seven-membered ring preserve affinity but abolish efficacy. The R enantiomers were found to have 14-79 times higher affinity to ileal muscarinic receptors than the respective antipodes. The enantiomeric affinity ratios were nearly identical in both preparations studied. As suggested by molecular mechanics calculations, the difference in affinity between the five-membered and the six- and seven-membered ring analogues may be rationalized in conformational terms.

  DOI：

  10.1021/jm00174a014
• 作为产物：
  描述：

  哌啶 在 tetrabutylammonium tetrafluoroborate 作用下， 以 neat (no solvent) 为溶剂， 生成 1-(2-甲氧基-1-哌啶基)乙酮
  参考文献：
  名称：

  环尺寸对甲醇中“环酰胺”阳极氧化的影响

  摘要：

  N-酰基杂氮杂环烷烃[5-（I），6-（II）和7-元（III）的三种“环状酰胺”的阳极氧化环]已在甲醇中恒流电解，C阳极，存在各种支持电解质和不同浓度底物的条件下进行了研究。所有三个底物均以高收率形成了四个主要产物，即N-酰基，α-氮杂环烯烃，N-酰基，α-甲氧基氮杂氮杂环烷，N-酰基，α-甲氧基，α'-氮杂环烯烃和N-酰基，α，α ′-二甲氧基氮杂环烷烃。发现产物之间的相对比率和选择性在很大程度上取决于所用电解质的性质，而在较小程度上取决于底物浓度。就环大小效应而言，发现氧化速率和电流效率（产率）的顺序为：I  >  II  >  III。当使用各种支持电解质时，后两者的表现也相似（但与I不同）。

  DOI：

  10.1016/j.electacta.2016.04.074

文献信息

• New synthesis of pipecolic acid and analogs
  作者：Vikram Asher、Christian Becu、Marc J.O. Anteunis、Roland Callens

  DOI：10.1016/0040-4039(81)80170-0

  日期：1981.1

  Pipecolic acid congeners are synthesised from α-cyanoamides, obtained by substitution of α-methoxyamides with trimethylsilyl cyanide in an alternative route via oxidation of amidoalkylationproducts of the α-methoxyamides.

  胡椒酸同类物由α-氰基酰胺合成，该α-氰基酰胺是通过将α-甲氧基酰胺的酰胺基烷基化产物氧化的另一种途径，用三甲基甲硅烷基氰化物取代α-甲氧基酰胺而获得的。
• Process for the preparation of cyclic enamides
  申请人：Hoechst Aktiengesellschaft

  公开号：US04234484A1

  公开（公告）日：1980-11-18

  Special cyclic enamides are prepared by splitting off alcohols catalytically from the corresponding alkoxylated cyclic amides, in the presence of at least one tetraalkylammonium and/or alkali metal salt of tetrafluoroboric acid and/or of hexafluorophosphoric acid as the catalyst, at a temperature of from about 120.degree. to 250.degree. C., distilling off the detached alcohol and isolating the formed enamide in known manner. Particularly preferred starting compounds are those cyclic amides which have been obtained by anodic alkoxylation of corresponding cyclic N-compounds in an alcohol in the presence of supporting electrolytes which are identical with the catalysts subsequently used for splitting off the alcohol, and by distilling off the alcohol from the reaction batch. The enamides are valuable starting products and intermediates for various syntheses, for example, syntheses of prostaglandins and of other pharmaceuticals.

  特殊的环状烯酰胺可以通过在至少一种四烷基铵和/或四氟硼酸和/或六氟磷酸的碱金属盐存在下，催化地从相应的烷氧化环状酰胺中分离出醇，温度在约120℃至250℃之间，蒸馏分离出脱离的醇，然后以已知的方式分离出形成的烯酰胺。特别优选的起始化合物是通过在醇中存在支持电解质的情况下，通过阳极烷氧化相应的环状N-化合物获得，并从反应批次中蒸馏出醇的那些环状酰胺。这些烯酰胺是用于各种合成的有价值的起始产品和中间体，例如前列腺素和其他药物的合成。
• Process for preparing fungicidal monoalkoxy and dialkoxy N-substituted
  申请人：Hoechst Aktiengesellschaft

  公开号：US04149941A1

  公开（公告）日：1979-04-17

  Novel alkoxy derivatives of N-substituted cyclic amines of the formula ##STR1## where R.sup.1 is hydrogen, an alkyl group having from 1 to 8 carbon atoms, an aryl group having from 6 to 10 carbon atoms, an alkoxy group having from 1 to 4 carbon atoms, an aralkoxy or aroxy group, R.sup.2 is a linear or branched alkylene group having from 1 to 4 carbon atoms in the chain, X is OR.sup.3 , where R.sup.3 represents an alkyl group having from 1 to 4 carbon atoms, Y is hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-O-alkyl, provided that in the case where R.sup.1 is an alkoxy group having from 1 to 4 carbon atoms, Y is not H.

  化学式为##STR1##的N-取代环状胺的新型烷氧基衍生物，其中R.sup.1为氢、1至8个碳原子的烷基、6至10个碳原子的芳基、1至4个碳原子的烷氧基、芳基烷氧基或芳基氧基，R.sup.2为链中含有1至4个碳原子的线性或支链烷基，X为OR.sup.3，其中R.sup.3代表1至4个碳原子的烷基，Y为氢、(C.sub.1-C.sub.4)-烷基或(C.sub.1-C.sub.4)-O-烷基，但在R.sup.1为1至4个碳原子的烷氧基的情况下，Y不是氢。
• Fungicidal alkoxy mono- and dialkoxy N-substituted cyclic amines
  申请人：Hoechst Aktiengesellschaft

  公开号：US04118500A1

  公开（公告）日：1978-10-03

  Novel alkoxy derivatives of N-substituted cyclic amines of the formula ##STR1## where R.sup.1 is hydrogen, an alkyl group having from 1 to 8 carbon atoms, an aryl group having from 6 to 10 carbon atoms, an alkoxy group having from 1 to 4 carbon atoms, an aralkoxy or aroxy group, R.sup.2 is a linear or branched alkylene group having from 1 to 4 carbon atoms in the chain, X is OR.sup.3, where R.sup.3 represents an alkyl group having from 1 to 4 carbon atoms, Y is hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)--O-alkoxy, provided that in the case where R.sup.1 is an alkoxy group having from 1 to 4 carbon atoms, Y is not H. Several of the alkoxylated compounds are excellent fungicides.

  新型的N-取代环状胺的烷氧基衍生物，其化学式为##STR1##其中，R1为氢、1至8个碳原子的烷基、6至10个碳原子的芳基、1至4个碳原子的烷氧基、芳基烷氧基或芳基氧基；R2为链状或支链状的1至4个碳原子的烷基；X为OR3，其中R3代表1至4个碳原子的烷基；Y为氢、(C1-C4)-烷基、(C1-C4)-O-烷氧基，但在R1为1至4个碳原子的烷氧基时，Y不为氢。其中，几种烷氧基化合物是优秀的杀菌剂。
• Palasz, Peter D.; Utley, James H. P.; Hardstone, J. David, Journal of the Chemical Society. Perkin transactions II, 1984, # 4, p. 807 - 814
  作者：Palasz, Peter D.、Utley, James H. P.、Hardstone, J. David

  DOI：——

  日期：——