diethoxymethylmalonic acid diethyl ester | 7251-32-3

• 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: diethoxymethylmalonic acid diethyl ester
• 英文别名: diethyl 2,2-diethoxymethylmalonate；diethyl diethoxymethylmalonate；diethoxymethyl-malonic acid diethyl ester；Diaethoxymethyl-malonsaeure-diaethylester；Diethyl(diethoxymethyl)propanedioate；diethyl 2-(diethoxymethyl)propanedioate
• CAS: 7251-32-3
• 化学式: C₁₂H₂₂O₆
• 分子量: 262.303
• InChiKey: HCYDISOBTJCACI-UHFFFAOYSA-N

物化性质

• 沸点：
  126-129 °C(Press: 7 Torr)
• 密度：
  1.0101 g/cm3(Temp: 21 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethoxymethylmalonic acid diethyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 1,1-diethoxy-3-hydroxy-2-(hydroxymethyl)propane
  参考文献：
  名称：

  Vik,J.-E., Acta Chemica Scandinavica (1947), 1973, vol. 27, p. 239 - 250

  摘要：

  DOI：
• 作为产物：
  描述：

  Diethoxycarbenium tetrafluoroborate 生成 diethoxymethylmalonic acid diethyl ester
  参考文献：
  名称：

  Dialkoxymethyl-ammoniumsalze und ihre Verwendung als Formylierungsmittel¹

  摘要：

  DOI：

  10.1055/s-1971-35035

文献信息

• Heterocyclic Synthesis With Azides. I. The Reaction of Hydrazoic Acid With Ethoxymethylenemalonate
  作者：A Donkor、RH Prager、MJ Thompson

  DOI：10.1071/ch9921571

  日期：——

  Reaction of diethyl ethoxymethylenemalonate with sodium azide in trifluoroacetic acid at 20� gives ethyl 5-ethoxyisoxazole-4-carboxylate (67%), diethyl cyanomalonate (21%) and diethyl ethoxyaminomethylenemalonate (5%). The last compound and its tautomer are converted into ethyl 1-ethoxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate. The product structures have been confirmed by synthesis or degradation.

  将乙氧基甲叉丙二酸二乙酯与叠氮化钠在三氟乙酸中于 20� 的温度下反应，可得到 5-乙氧基异噁唑-4-羧酸乙酯（67%）、氰基丙二酸二乙酯（21%）和乙氧基氨基甲叉丙二酸二乙酯（5%）。最后一种化合物及其同分异构体转化为 1-乙氧基-3-氧代-2,3-二氢-1H-吡唑-4-甲酸乙酯。产品结构已通过合成或降解得到证实。
• Procedure for making trimethylolmethane
  申请人：The United States of America as represented by the Secretary of the Navy

  公开号：US04091040A1

  公开（公告）日：1978-05-23

  A process for the production of trimethylolmethane in high yields. Trimetolmethane is useful as the essential precurser to trimethylolmethane trinitrate, a high-energy plasticizer and explosive.

  该过程用于高产量生产三甲基甲醇。三甲基甲醇是制备高能塑化剂和爆炸物三甲基甲醇硝酸酯的必要前体。
• Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol
  作者：John A. Kremers、E. W. Meijer

  DOI：10.1021/jo00094a044

  日期：1994.7

  The synthesis and characterization of chiral dendrimer 1 in its racemic form is reported. The chirality of this macromolecule, with a molecular weight of 2831, is based on a pentaerythritol core, acting as a stereocenter with four dendritic substituents of different generation. The synthesis is making use of a newly developed, general route to a multisubstituted pentaerythritol derivative. Resolution of 1 is hampered by conformational flexibility. The latter, however, allows detailed H-1-NMR characterization indicating the stratified structure of the dendrimer. Considerable resolution of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in solution.
• Nielsen, Arnold T.; Moore, Donald W.; Schuetze, Bryan D., Polish Journal of Chemistry, 1981, vol. 55, # 6, p. 1393 - 1403
  作者：Nielsen, Arnold T.、Moore, Donald W.、Schuetze, Bryan D.

  DOI：——

  日期：——
• Synthesis and lipase-catalyzed asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal acetals
  作者：Gabriella Egri、Elemér Fogassy、Lajos Novák、László Poppe

  DOI：10.1016/s0957-4166(97)00018-9

  日期：1997.2

  Prochiral dialkylacetal derivatives of 3-hydroxy-2-hydroxymethylpropanal 6a-e were synthesized from the corresponding 2-substituted diethyl malonates 5a-e and subjected to asymmetric enzymatic acetylation. The diethyl malonates 5a-f were prepared from diethyl chloromethylenemalonate 3 by using either a one- or a two-step process. Asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal diethyl acetal 6b with several enzymes was studied first, showing the highest enantiotopic selectivity with lipase from Pseudomonas fluorescens (PfL). Solvent effect was also investigated: the best selectivity was obtained in a mixture of hexane and diethyl ether. Furthermore, several other acetals 6a-e were also tested under the optimal acetylation conditions. (C) 1997 Elsevier Science Ltd.