3,4,5-Trimethoxybenzaldehyde ethylene acetal | 82073-55-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4,5-Trimethoxybenzaldehyde ethylene acetal
• 英文别名: 2-(3,4,5-Trimethoxyphenyl)-1,3-dioxolane
• CAS: 82073-55-0
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: ZDAKMPOVSQVVRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4,5-Trimethoxybenzaldehyde ethylene acetal 在 sodium 、 溶剂黄146 作用下， 反应 53.0h， 生成 3,5-二甲氧基苯甲醛
  参考文献：
  名称：

  Regioselective reductive electrophilic substitution of derivatives of 3,4,5-trimethoxybenzaldehyde

  摘要：

  The behavior of several protected derivatives of 3,4,5-trimethoxybenzaldehyde has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The 4-methoxy group can be regioselectively removed in good to high yield under such conditions, and an appropriate choice of the protecting group, metal, and solvent allows its substitution with a variety of electrophiles. 3,4,5-Trimethoxybenzaldehyde dimethyl acetal, 1, is the starting material of choice for a new general synthetic approach to several polysubstituted resorcinol dimethyl ethers. Investigation of the mechanism of demethoxylation, with the aid of labeling experiments, showed that reductive demethoxylation is strongly influenced by the nature of the aldehyde protective group employed.

  DOI：

  10.1021/jo00037a029
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 、 乙二醇 在 Kaolinitic clay 作用下， 以 苯 为溶剂， 反应 2.0h， 以86%的产率得到3,4,5-Trimethoxybenzaldehyde ethylene acetal
  参考文献：
  名称：

  天然高岭土：一种出色的可重复使用的固体催化剂，可选择性保护醛和酮

  摘要：

  已经发现在其晶格中具有过渡金属例如Fe和Ti的天然高岭土粘土分别有效地催化各种羰基化合物与乙烷-1,2-二醇和乙烷-1,2-二硫醇的化学选择性缩醛化和硫代缩醛化。

  DOI：

  10.1016/0040-4039(96)00888-x

文献信息

• Natural kaolinitic clay: A remarkable reusable solid catalyst for the selective functional protection of aldehydes and ketones
  作者：Datta Ponde、H.B. Borate、A. Sudalai、T. Ravindranathan、V.H. Deshpande

  DOI：10.1016/0040-4039(96)00888-x

  日期：1996.6

  Natural kaolinitic clay possessing transition metals such as Fe and Ti in its lattice has been found to catalyze efficiently the chemoselective acetalization and thioacetalization of variety of carbonyl compounds with ethane-1,2-diol and ethane-1,2-dithiolrespectively.

  已经发现在其晶格中具有过渡金属例如Fe和Ti的天然高岭土粘土分别有效地催化各种羰基化合物与乙烷-1,2-二醇和乙烷-1,2-二硫醇的化学选择性缩醛化和硫代缩醛化。
• Novel uracil derivatives, process for preparing the same and a
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US04415573A1

  公开（公告）日：1983-11-15

  Novel uracil derivatives of the formula ##STR1## (wherein R.sub.1, R.sub.2 R.sub.3 and X are defined in the description) and their pharmaceutically acceptable salts, process for preparing the same and pharmaceutical composition containing the same are disclosed. The uracil derivatives have good antitumor activity and, therefore, are useful as antitumor preparation.

  本发明揭示了一种公式为##STR1##（其中R.sub.1，R.sub.2，R.sub.3和X在描述中定义）的新型尿嘧啶衍生物及其药学上可接受的盐，制备方法和含有其的制药组合物。这些尿嘧啶衍生物具有良好的抗肿瘤活性，因此可用作抗肿瘤制剂。
• Novel uracil derivatives, process for preparing the same and a pharmaceutical composition containing the same
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP0046307A1

  公开（公告）日：1982-02-24

  Novel uracil derivatives of the formula (wherein R1, R2, R3 and X are defined in the description) and their pharmaceutically acceptable salts, process for preparing the same and pharmaceutical composition containing the same are disclosed. The uracil derivatives have good antitumor activity and, therefore, are useful as antitumor preparation.

  本发明公开了式中（其中 R1、R2、R3 和 X 在描述中定义）的新型尿嘧啶衍生物及其药学上可接受的盐、制备方法和含有这些衍生物的药物组合物。 这些尿嘧啶衍生物具有良好的抗肿瘤活性，因此可用作抗肿瘤制剂。
• Selective Catalytic Transesterification, Transthiolesterification, and Protection of Carbonyl Compounds over Natural Kaolinitic Clay
  作者：Datta E. Ponde、Vishnu H. Deshpande、Vivek J. Bulbule、Arumugam Sudalai、Anil S.Gajare

  DOI：10.1021/jo971404l

  日期：1998.2.1

  Transesterification and transthiolesterification of beta-keto esters with variety of alcohols and thiols and selective protection of carbonyl functions with various protecting groups catalyzed by natural kaolinitic clay are described. The clay has been found to be an efficient catalyst in transesterifying long chain alcohols, unsaturated alcohols, and phenols to give their corresponding beta-keto esters in high yields. For the first time, transthiolesterification of beta-keto esters with a variety of thiols has been achieved under catalytic conditions. Clay also catalyzes selective transesterification of beta-keto esters by primary alcohols in the presence of secondary and tertiary alcohols giving corresponding beta-keto esters. A systematic study involving the reactivity of different nucleophiles (alcohols, amines, and thiols) toward beta-keto esters is also described. Sterically hindered carbonyl groups as well as alpha,beta-unsaturated carbonyl groups underwent protection without the deconjugation of the double bond. Chemoselective protection of aldehydes in the presence of ketones has also been achieved over natural kaolinitic clay.
• UEMURA, MOTOKAZU;NISHIKAWA, NAOMI;TAKE, KAZUHIKO;OHNISHI, MASATO;HIROTSU,+, J. ORG. CHEM., 1983, 48, N 14, 2349-2356
  作者：UEMURA, MOTOKAZU、NISHIKAWA, NAOMI、TAKE, KAZUHIKO、OHNISHI, MASATO、HIROTSU,+

  DOI：——

  日期：——