methylthiomethyl 2-formyl-4,5-dimethoxybenzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methylthiomethyl 2-formyl-4,5-dimethoxybenzoate
• 英文别名: methylthiomethyl-2-formyl-4,5-dimethoxybenzoate；Methylsulfanylmethyl 2-formyl-4,5-dimethoxybenzoate
• 化学式: C₁₂H₁₄O₅S
• 分子量: 270.306
• InChiKey: XLNCSWZWNQBGKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  87.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methylthiomethyl 2-formyl-4,5-dimethoxybenzoate 、 巯基乙胺 在 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以92%的产率得到7,8-dimethoxy-2,3-dihydrothiazolo[2,3-a]isoindol-5(9bH)-one
  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
• 作为产物：
  描述：

  2-hydroxymethyl-4,5-dimethoxy-benzoic acid 、 二甲基亚砜 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以72%的产率得到methylthiomethyl 2-formyl-4,5-dimethoxybenzoate
  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

• A simple, rapid and efficient protocol for the synthesis of methylthiomethyl esters under Swern oxidation conditions
  作者：Sunil B. Jadhav、Usha Ghosh

  DOI：10.1016/j.tetlet.2007.02.036

  日期：2007.4

  A rapid, mild and high yielding method for the synthesis of methylthiomethyl esters is reported from the corresponding aliphatic, aromatic and unsaturated carboxylic acids under Swern oxidation conditions using dimethylsulfoxide, oxalyl chloride and triethylamine at low temperature.

  据报道，在Swern氧化条件下，使用二甲基亚砜，草酰氯和三乙胺在低温下，在Swern氧化条件下，由相应的脂肪族，芳香族和不饱和羧酸合成了一种快速，温和且高收率的合成甲硫基甲基酯的方法。
• Mild and efficient syntheses of diverse isoindolinones from ortho-phthaldehydic acid methylthiomethyl ester
  作者：Usha Ghosh、Rituparna Bhattacharyya、Ashish Keche

  DOI：10.1016/j.tet.2010.01.070

  日期：2010.3

  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