(S)-methyl 2-(5,6-dimethoxy-1-oxoisoindolin-2-yl)-3-phenylpropanoate | 1221160-77-5

• 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)-methyl 2-(5,6-dimethoxy-1-oxoisoindolin-2-yl)-3-phenylpropanoate
• CAS: 1221160-77-5
• 化学式: C₂₀H₂₁NO₅
• 分子量: 355.39
• InChiKey: RZKBUXKDWBYCOW-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  在 三乙酰氧基硼氢化钠 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以0.53 g的产率得到(S)-methyl 2-(5,6-dimethoxy-1-oxoisoindolin-2-yl)-3-phenylpropanoate
  参考文献：
  名称：

  Mild and efficient syntheses of diverse isoindolinones from ortho-phthaldehydic acid methylthiomethyl ester

  摘要：

  A mild and efficient method for the synthesis of diverse isoindolinones from o-phthaldehydic acid methylthiomethyl ester and aliphatic/aromatic amines has been developed A number of nucleophiles Including a hydride ion were Successfully added to the intermediate Schiff's base providing iso-indolinones. with or Without substitution at 3-position Conditions have also been developed for amines with an integrated nucleophilic group to react in a diverse fashion either to give isoindolinones or tricyclic gamma-lactams as single diastereoisomers in very good yield (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.01.070

文献信息

• Iodine/Water-Mediated Oxidation of<i>o</i>-Alkynylaroyl Compounds and Application of the Products of Oxidation in the Synthesis of Nitrogen Heterocycles
  作者：Karuppusamy Sakthivel、Kannupal Srinivasan

  DOI：10.1002/ejoc.201300046

  日期：2013.6

  facile iodine/water-mediated oxidation of the triple bond of o-alkynylaroyl compounds to furnish tricarbonyl compounds is reported. The reaction proceeds through the formation of isochromenol intermediates by the assistance of the neighbouring aroyl group. The product tricarbonyl compounds are versatile synthetic precursors that, upon treatment with mono- and diamines, hydrazines and amino alcohols, afford

  报道了一种简单的碘/水介导的邻炔基芳酰基化合物三键氧化以提供三羰基化合物。该反应通过在相邻芳酰基的帮助下形成异色烯醇中间体而进行。产物三羰基化合物是通用的合成前体，在用单胺和二胺、肼和氨基醇处理后，可提供各种杂环支架，如异吲哚啉酮、酞嗪、苯并咪唑异喹啉酮、喹喔啉和苯并咪唑-喹喔啉杂化化合物。讨论了上述杂环形成的机理方面。最后，报告了异吲哚啉酮天然产物马兜铃内酰胺 BII 的短合成路线。