N-(1-Benzyl-2-oxo-2-piperidin-1-yl-ethyl)-formamide | 120301-86-2

• 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: N-(1-Benzyl-2-oxo-2-piperidin-1-yl-ethyl)-formamide
• 英文别名: N-(1-oxo-3-phenyl-1-piperidin-1-ylpropan-2-yl)formamide
• CAS: 120301-86-2
• 化学式: C₁₅H₂₀N₂O₂
• 分子量: 260.336
• InChiKey: KCDXKSMJDMCDSM-UHFFFAOYSA-N

物化性质

• 沸点：
  523.7±50.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(1-Benzyl-2-oxo-2-piperidin-1-yl-ethyl)-formamide 在 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 23.0h， 生成 (1S,7R,8S)-3,9-Dibenzyl-2-hexyl-8-piperidin-1-yl-11-oxa-3,10-diaza-tricyclo[6.2.1.0^1,6]undec-9-ene-7-carboxylic acid methyl ester
  参考文献：
  名称：

  Multicomponent synthesis of epoxy-tetrahydronaphthyridine and structural diversification by subsequent fragmentation

  摘要：

  Three-component reaction of an alpha-isocyanoacetamide 7, an homoallylamine 8 and an aldehyde 9 in methanol at room temperature provides oxa-bridged tricycle 4 in good to excellent yield as a mixture of two separable diastereoisomers. In this one-pot multicomponent process, one C-N, one C-O and three C-C bonds are formed with concomitant creation of five asymmetric centers and three rings. Fragmentation of epoxy-tetrahydronaphthyridine 4 affords differentially substituted 5,6,7,8-tetrahydro-1,7-naphthyridine (5, 6) depending on the reaction conditions, providing thus additional structural diversity. A one-pot three-component synthesis of 5,6,7,8-tetrahydro-1,7-'naphthyridine (6) from 7, 8 and 9 is also documented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.017
• 作为产物：
  描述：

  α-formylamino-β-phenylpropionohydrazide 生成 N-(1-Benzyl-2-oxo-2-piperidin-1-yl-ethyl)-formamide
  参考文献：
  名称：

  JONEHUA NAOXITO;MATSUMOTO KADZUO;TAKIGUTI KADZUO;YAMADA KUNIXIKO

  摘要：

  DOI：

文献信息

• Divergent Synthesis of Enantioenriched β-Functional Amines via Desymmetrization of <i>meso</i>-Aziridines with Isocyanides
  作者：Xiangqiang Li、Qian Xiong、Mingming Guan、Shunxi Dong、Xiaohua Liu、Xiaoming Feng

  DOI：10.1021/acs.orglett.9b02242

  日期：2019.8.2

  enantioselective ring-opening desymmetrization of meso-aziridines with isocyanides was achieved in the presence of a chiral N,N′-dioxide/Mg(OTf)2 complex. The in situ generated chiral 1,4-zwitterionic intermediates were successfully trapped by intramolecular oxygen- and carbon-based nucleophiles or exogenous H2O and TMSN3, enabling a collective synthesis of various chiral vicinal amino-oxazoles, spiroindolines,

  在手性N，N'-二氧化物/ Mg（OTf）2络合物的存在下，内消旋氮杂环丁烷与异氰酸酯的高度对映选择性开环脱对称。原位产生的手性1,4-两性离子中间体被分子内基于氧和碳的亲核试剂或外源H 2 O和TMSN 3成功捕获，从而可以合成各种手性邻位氨基恶唑，螺二氢吲哚和β-氨基酰胺和四唑衍生物，具有中等至高收率，具有出色的对映选择性。
• Takiguchi, Kazuo; Yamada, Kunihiko; Suzuki, Mamoru, Agricultural and Biological Chemistry, 1989, vol. 53, # 1, p. 77 - 82
  作者：Takiguchi, Kazuo、Yamada, Kunihiko、Suzuki, Mamoru、Nunami, Ken-ichi、Hayashi, Kimiaki、Matsumoto, Kazuo

  DOI：——

  日期：——
• TAKIGUCHI, KAZUO;YAMADA, KUNIHIKO;SUZUKI, MAMORU;NUNAMI, KEN-ICHI;HAYASHI+, AGR. AND BIOL. CHEM., 53,(1989) N, C. 77-82
  作者：TAKIGUCHI, KAZUO、YAMADA, KUNIHIKO、SUZUKI, MAMORU、NUNAMI, KEN-ICHI、HAYASHI+

  DOI：——

  日期：——