2-phenyl-5,5-dicarbethoxy-1,3-dioxane | 71348-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2-phenyl-5,5-dicarbethoxy-1,3-dioxane
• 英文别名: 5,5-Dicarboxyethyl-2-phenyl-1,3-dioxane；diethyl 6-phenyl-[1,5]-dioxane-3,3-dicarboxylic acid diester；Diethyl 2-phenyl 1,3-dioxane 5,5-dicarboxylate；Diethyl 2-phenyl-1,3-dioxane-5,5-dicarboxylate
• CAS: 71348-41-9
• 化学式: C₁₆H₂₀O₆
• 分子量: 308.331
• InChiKey: YKJMZQTYPNUTLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2-phenyl-5,5-dicarbethoxy-1,3-dioxane 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以95%的产率得到ethyl 6-phenyl-[1,5]-dioxane-3,3-dicarboxylic acid monoester
  参考文献：
  名称：

  （-）-Echinobetaine A：对澳大利亚南部海洋海绵Echinodictyum sp。的一种新型杀线虫剂的分离，结构阐明，合成和SAR研究。

  摘要：

  存在于澳大利亚南部棘皮sponge属海洋海绵中的一种杀线虫剂已通过详细的光谱分析和总合成分离并鉴定为新型甜菜碱（-）-棘皮甜菜碱A（6）。SAR初步调查已经进行。

  DOI：

  10.1021/np049687h
• 作为产物：
  描述：

  双羟甲基丙二酸二乙酯 、 苯甲醛 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以25%的产率得到2-phenyl-5,5-dicarbethoxy-1,3-dioxane
  参考文献：
  名称：

  （-）-Echinobetaine A：对澳大利亚南部海洋海绵Echinodictyum sp。的一种新型杀线虫剂的分离，结构阐明，合成和SAR研究。

  摘要：

  存在于澳大利亚南部棘皮sponge属海洋海绵中的一种杀线虫剂已通过详细的光谱分析和总合成分离并鉴定为新型甜菜碱（-）-棘皮甜菜碱A（6）。SAR初步调查已经进行。

  DOI：

  10.1021/np049687h

文献信息

• Phenytoin-Lipid Conjugates as Potential Prodrugs of Phenytoin
  作者：Gerhard K. E. Scriba

  DOI：10.1002/ardp.19933260810

  日期：——

  Phenytoin‐1‐triglycerides and phenytoin‐2‐triglycerides were synthesized as potential prodrugs of phenytoin by covalent binding of 3‐hydroxymethylphenytoin by succinic acid to the positions 1 and 2 of diglycerides, respectively. The corresponding 1‐ and 2‐monoglycerides were prepared. In addition, replacement of glycerol by 3‐hydroxy‐2‐hydroxymethylpropionic acid furnished lipids that allowed direct

  苯妥英-1-甘油三酯和苯妥英-2-甘油三酯作为苯妥英的潜在前药通过琥珀酸与3-羟甲基苯妥英分别与甘油二酯的1和2位共价结合而合成。制备了相应的 1- 和 2- 甘油单酯。此外，用 3-羟基-2-羟甲基丙酸替代甘油可提供允许 3-羟甲基苯妥英直接偶联的脂质。脂质缀合物被证明是体外胰脂肪酶的底物。
• 3-(N-methyl-N-alkyl)-amino 2-methoxymethylene propan 1-ol derivatives, a
  申请人：Societe de Conseils de Recherches et d'Applications Scientifiques

  公开号：US05118674A1

  公开（公告）日：1992-06-02

  The invention relates to 3-(N-methyl-N-alkyl)-amino 2-methoxymethylene propan 1-ol derivatives of the formula ##STR1## wherein R stands for an alkyl chain, A stands for: ##STR2## and Y represents various quaternary ammonia, to a preparation process of said compounds and to therapeutic compositions containing the same.

  本发明涉及公式为3-(N-甲基-N-烷基)-氨基2-甲氧基亚甲基丙醇衍生物的制备方法和治疗组合物，其中R代表烷基链，A代表：##STR2## 而Y代表各种季铵盐。
• Synthesis and CB1 receptor activities of novel arachidonyl alcohol derivatives
  作者：Teija Parkkari、Juha R. Savinainen、Anu L. Rauhala、Tiina L. Tolonen、Tapio Nevalainen、Jarmo T. Laitinen、Jukka Gynther、Tomi Järvinen

  DOI：10.1016/j.bmcl.2004.03.093

  日期：2004.6

  Novel derivatives of arachidonyl alcohol were synthesized and evaluated for their CBI receptor activity by [S-35]GTP(gamma)S assay using rat cerebellar membranes. (C) 2004 Elsevier Ltd. All rights reserved.
• Conformational Analysis of 5-Substituted 1,3-Dioxanes. 7. Effect of Lithium Bromide Addition^,¹
  作者：Eusebio Juaristi、Francisco Díaz、Geiser Cuéllar、Hugo A. Jiménez-Vázquez

  DOI：10.1021/jo9610117

  日期：1997.6.13

  The position of equilibria, established by means of BF3, between diastereomeric cis- and trans-5-substituted-2-phenyl-1,3-dioxanes, in solvents THF and CHCl3, and in the presence of 0, 1, and 10 equiv of LiBr has been determined. The observed Delta G degrees values show that the addition of salt to the reaction medium influences the position of equilibrium. Lithium bromide effects on the conformational behavior are discussed in terms of lithium ion complexation events that lead to increased stability of the axial isomers when the substituent at C(5) is CO2H, CO2CH3, CONHCH3, and CH2OH. By contrast, disruption of the intramolecular hydrogen bond present in the axial 5-acetamido derivative (cis-9 substituent equal to NHCOCH3) modifies the preference for the axial conformation in salt-free 9 to a net dominance of the equatorial isomer in the presence of LiBr. Interpretation of the experimental observations was based on models that are apparently supported by semiempirical AM1 calculations. The results derived from the present study contribute to our understanding of the processes involved in molecular recognition and may model salt effects in physiological events.
• 2-Aryl-5,5-bisoxazolin-2-yl[1,3]dioxanes as solution phase and immobilised ligands for highly enantioselective cyclopropanations
  作者：Julian G. Knight、Paul E. Belcher

  DOI：10.1016/j.tetasy.2005.02.026

  日期：2005.4

  2-Aryl-5,5-bisoxazolin-2-yl[1,3]dioxanes 5, which can be easily prepared in three steps from diethyl bishydroxymethylmalonate, amino alcohol and an aromatic aldehyde, have been used for the copper catalysed asymmetric cyclopropanation of styrene with ethyl diazoacetate in up to 99% ee for the trans-cyclopropane. Grafting onto a bromo-Wang resin produced an immobilised ligand 9 which gave the trans-cyclopropane in 65% ee. (c) 2005 Elsevier Ltd. All rights reserved.

表征谱图