N-(2-methoxy-2-oxoethyl)-1-naphthalen-1-ylmethanimine oxide | 1224724-94-0

• 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-(2-methoxy-2-oxoethyl)-1-naphthalen-1-ylmethanimine oxide
• CAS: 1224724-94-0；1358796-63-0
• 化学式: C₁₄H₁₃NO₃
• 分子量: 243.262
• InChiKey: HXOHMTWPZREHDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯基乙烯基砜 、 N-(2-methoxy-2-oxoethyl)-1-naphthalen-1-ylmethanimine oxide 以 甲苯 为溶剂， 反应 216.0h， 以55%的产率得到methyl 2-((3R,4R)-3-(naphthalen-1-yl)-4-(phenylsulfonyl)isoxazolidin-2-yl)acetate
  参考文献：
  名称：

  A combined experimental (XRD, FT-IR, UV-VIS and NMR) and theoretical (NBO, NLO, local & global chemical activity) studies of methyl 2-((3R,4R)-3-(naphthalen-1-yl)-4-(phenylsulfonyl) isoxazolidin-2-yl) acetate

  摘要：

  Methyl 2-((3R,4R)-3-(naphthalen-1-yl)-4-(phenylsulfonyl) isoxazolidin-2-yl) acetate (3e) was synthesized and characterized by XRD, FT-IR, UV-Vis and NMR techniques. All theoretical computations were calculated by using density functional theory (DFT) B3LYP method with the help of 6-311G(d,p) basis set. Theoretical calculations help to obtain detailed information about local & global chemical activities, molecular and chemical properties which are reveal the electrophilic and nucleophilic nature. Accordingly, global (FMOs, hardness & softness parameters) and local (MEP, FF, net charges) chemical activity descriptors were examined. To determine the non-linear optical behaviours of title compound; the total dipole moment, mean polarizability and first-order hyperpolarizability values have been examined. (C) 2019 Published by Elsevier B.V.

  DOI：

  10.1016/j.molstruc.2019.126970

文献信息

• Nitrone Ylides: Two Possible 1,3-Dipolar Cycloadditions but Only One Stepwise Formation of all-cis-5-Aryl-2,3,5-trisubstituted N-Hydroxypyrrolidines
  作者：Pedro Merino、Tomás Tejero、Alba Díez-Martínez、Zeynep Gültekin

  DOI：10.1002/ejoc.201101035

  日期：2011.11

  all-cis-N-hydroxypyrrolidines has been developed through the formal [3+2] dipolar cycloaddition of electron-poor alkenes and nitrone ylides generated from N-(methoxycarbonylmethyl)nitrones. Treatment of the nitrone with a tertiary amine in the presence of either a lithium salt or butyllithium followed by addition of the alkene at low temperature provided the product in very good chemical yield and excellent

  通过由 N-（甲氧基羰基甲基）硝酮生成的缺电子烯烃和硝酮叶立德的正式 [3+2] 偶极环加成反应，开发了一种合成全顺式 N-羟基吡咯烷的有效方法。在锂盐或丁基锂的存在下用叔胺处理硝酮，然后在低温下加入烯烃，以非常好的化学产率和优异的非对映选择性提供产物。关键中间体的分离和表征表明，该反应是一个逐步过程，由初始迈克尔加成和分子内曼尼希型反应组成。