diethyl 2-phenoxyethyl-propanedioate | 1787-17-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: diethyl 2-phenoxyethyl-propanedioate
• 英文别名: Diaethyl-2-phenoxy-aethylmalonat；(2-phenoxy-ethyl)-malonic acid diethyl ester；(2-Phenoxy-aethyl)-malonsaeure-diaethylester；4-Phenoxy-2-aethoxycarbonyl-buttersaeure-aethylester；(β-Phenoxy-aethyl)-malonsaeurediaethylester；2-(phenoxyethyl)diethyl malonate；Diethyl 2-phenoxyethylmalonate；Diethyl 2-(2-phenoxyethyl)propanedioate
• CAS: 1787-17-3
• 化学式: C₁₅H₂₀O₅
• 分子量: 280.321
• InChiKey: BQUSNYYTAGCIAX-UHFFFAOYSA-N

物化性质

• 熔点：
  134-136 °C
• 沸点：
  326 °C(Press: 40 Torr)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2-phenoxyethyl-propanedioate 在 氢氧化钾 、 水 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 2-phenoxyethylmalonic acid ethyl ester
  参考文献：
  名称：

  Structure-Activity Studies of 3-Benzoylpropionic Acid Derivatives Suppressing Adjuvant Arthritis.

  摘要：

  3-苯甲酰基丙酸衍生物具有免疫调节活性，可抑制佐剂性关节炎。为了了解取代基对生物活性的影响，研究人员采用自适应最小二乘法对 30 个化合物的结构-活性关系进行了定量分析。结果表明，苯环上取代基的电子效应和结构特征对抑制大鼠的活性非常重要。为了加强和证实这种相关性，我们又合成了 4 个苯氧丁酸衍生物化合物，并用大鼠舍曲凡氏诱导的关节炎进行了测试。结果发现，这些化合物具有很强的抑制活性。

  DOI：

  10.1248/cpb.40.774
• 作为产物：
  描述：

  己二酸,聚合2,2-二甲基-1,3-丙二醇和2,5-呋喃二酮,苯酸酯 在 sodium hydroxide 、 乙醇 、 sodium 作用下， 生成 diethyl 2-phenoxyethyl-propanedioate
  参考文献：
  名称：

  Peacock; Tha, Journal of the Chemical Society, 1928, p. 2304

  摘要：

  DOI：

文献信息

• Compounds having one or more aminosulfaonyloxy radicals useful as
  申请人：A. H. Robins Company, Incorporated

  公开号：US05194446A1

  公开（公告）日：1993-03-16

  Methods of treating chronic arthritis and osteoporosis which utilize both known and novel compounds which would fall under the general formula: (HO)p--A--[--OS(O).sub.2 NR.sup.1 R.sup.2 ].sub.z wherein A encompasses a wide range of values including but not limited to aryl, loweralkyl, cycloalkyl, and carbohydrates including sucrose and fructose; p is equal to the number of unreacted hydroxy groups contained on the molecule and may be zero; z is the number of --OS(O).sub.2 NR.sup.1 R.sup.2 groups and is always at least one; R.sup.1 and R.sup.2 are selected from hydrogen, loweralkyl, carboxy and the like; a novel process for preparing the compounds is provided wherein an appropriate sulfamic acid aryl ester is reacted with a hydroxy substituted A radical which may or may not contain thereon protected carboxyl, amino or hydroxy substituents, in an aprotic solvent containing a tertiary amine base. Pharmaceutical compositions for the treatment of chronic arthritis and osteoporosis are also provided.

  治疗慢性关节炎和骨质疏松症的方法利用已知和新颖的化合物，这些化合物可归入一般公式：(HO)p--A--[--OS(O).sub.2 NR.sup.1 R.sup.2 ].sub.z，其中A包括一系列值，包括但不限于芳基、较低烷基、环烷基和碳水化合物，包括蔗糖和果糖；p等于分子中未反应的羟基数，可以为零；z是--OS(O).sub.2 NR.sup.1 R.sup.2基团的数量，始终至少为一；R.sup.1和R.sup.2从氢、较低烷基、羧基等中选择；提供了一种制备这些化合物的新方法，其中适当的磺酸酯与含有保护羧基、氨基或羟基取代基的羟基取代的A基团在含有三级胺碱的无水溶剂中反应。还提供了用于治疗慢性关节炎和骨质疏松症的药物组合物。
• Phenalkoxyalkyl- and phenoxyalkyl-substituted oxiranecarboxylic acids,
  申请人：Byk Gulden Lomberg Chemische Fabrik GmbH

  公开号：US04337267A1

  公开（公告）日：1982-06-29

  Phenalkoxyalky- and phenoxyalkyl-substituted oxiranecarboxylic acids of the formula ##STR1## wherein R.sup.1 denotes a hydrogen atom (--H), a halogen atom, a lower alkyl group, a lower alkoxy group, a nitro group or a trifluoromethyl group, R.sup.2 has one of the meanings of R.sup.1, R.sup.3 denotes a hydrogen atom (--H) or a lower alkyl group, Y denotes --O--(CH.sub.2).sub.m --, m denotes O or an integer from 1 to 4, and n denotes an integer from 2 to 8, with the proviso that the sum of m and n is an integer from 2 to 8, and the salts of the acids are new compounds. They display a hypoglycaemic action in warm-blooded animals. Processes for the preparation of the new compounds and of the intermediate products required for their preparation are described.

  Phenalkoxyalky-和phenoxyalkyl-取代的环氧丙烯酸的化学式为##STR1##其中R.sup.1代表氢原子(--H)、卤素原子、低烷基、低烷氧基、硝基或三氟甲基，R.sup.2具有R.sup.1的含义之一，R.sup.3代表氢原子(--H)或低烷基，Y代表--O--(CH.sub.2).sub.m --，m代表O或1到4之间的整数，n代表2到8之间的整数，但m和n的总和为2到8之间的整数，这些酸的盐是新化合物。它们在温血动物中显示降糖作用。描述了制备新化合物和制备所需的中间产物的过程。
• .beta.-thiopropionyl-aminoacid derivatives and their use as
  申请人：SmithKline Beecham p.l.c.

  公开号：US06048852A1

  公开（公告）日：2000-04-11

  A method of treatment of bacterial infections in humans or animals which comprises administering, in combination with a .beta.-lactam antibiotic, a therapeutically effective amount of an amino acid derivative of Formula (I) or a pharmaceutically acceptable salt, solvate or in vivo hydrolysable ester thereof, ##STR1## wherein: R is hydrogen, a salt forming cation or an in vivo hydrolysable ester-forming group; R.sub.1 is hydrogen, (C.sub.1-6)alkyl optionally substituted by up to three halogen atoms or by a mercapto, (C.sub.1-6)alkoxy, hydroxy, amino, nitro, carboxy, (C.sub.1-6)alkylcarbonyloxy, (C.sub.1-6)alkoxycarbonyl, formyl or (C.sub.1-6)alkylcarbonyl group, (C.sub.3-7)cycloalkyl, (C.sub.3-7)cycloalkyl(C.sub.2-6)alkyl, (C.sub.2-6)alkenyl, (C.sub.2-6)alkynyl, aryl, aryl(C.sub.1-6)alkyl, heterocyclyl or heterocyclyl(C.sub.1-6)alkyl; R.sub.2 is hydrogen, (C.sub.1-6)alkyl or aryl(C.sub.1-6)alkyl; R.sub.3 is hydrogen, (C.sub.1-6)alkyl optionally substituted by up to three halogen atoms, (C.sub.3-7)cycloalkyl, fused aryl(C.sub.3-7)cycloalkyl, (C.sub.3-7)cycloalkyl(C.sub.2-6)alkyl, (C.sub.2-6)alkenyl, (C.sub.2-6)alkynyl, aryl, aryl-(CHR.sub.10).sub.m --X--(CHR.sub.11).sub.n, heterocyclyl or heterocyclyl-(CHR.sub.10).sub.m --X--(CHR.sub.11).sub.n, where m is 0 to 3, n is 1 to 3, each R.sub.10 and R.sub.11 is independently hydrogen or (C.sub.1-4)alkyl and X is O, S(O).sub.x where x is 0-2, or a bond; R.sub.4 is hydrogen, or an in vivo hydrolysable acyl group; and R.sub.5 and R.sub.6 are independently hydrogen and (C.sub.1-6)alkyl or together represent (CH.sub.2).sub.p where p is 2 to 5. Some compounds are claimed per se.

  一种治疗人类或动物细菌感染的方法，包括与β-内酰胺类抗生素联合给药，给予公式(I)的氨基酸衍生物的治疗有效量或其药用可接受的盐、溶剂化合物或体内可水解酯的治疗有效量，其中：R为氢、形成盐的阳离子或体内可水解酯形成基团；R.sub.1为氢、(C.sub.1-6)烷基，可选地被高达三个卤素原子或巯基、(C.sub.1-6)烷氧基、羟基、氨基、硝基、羧基、(C.sub.1-6)烷基羰氧基、(C.sub.1-6)烷氧羰基、甲酰基或(C.sub.1-6)烷基羰基取代，(C.sub.3-7)环烷基，(C.sub.3-7)环烷基(C.sub.2-6)烷基，(C.sub.2-6)烯基，(C.sub.2-6)炔基，芳基，芳基(C.sub.1-6)烷基，杂环烷基或杂环烷基(C.sub.1-6)烷基；R.sub.2为氢，(C.sub.1-6)烷基或芳基(C.sub.1-6)烷基；R.sub.3为氢，(C.sub.1-6)烷基，可选地被高达三个卤素原子取代，(C.sub.3-7)环烷基，融合的芳基(C.sub.3-7)环烷基，(C.sub.3-7)环烷基(C.sub.2-6)烷基，(C.sub.2-6)烯基，(C.sub.2-6)炔基，芳基，芳基-(CHR.sub.10).sub.m --X--(CHR.sub.11).sub.n，杂环烷基或杂环烷基-(CHR.sub.10).sub.m --X--(CHR.sub.11).sub.n，其中m为0至3，n为1至3，每个R.sub.10和R.sub.11独立地为氢或(C.sub.1-4)烷基，X为O，S(O).sub.x，其中x为0-2，或键；R.sub.4为氢，或体内可水解的酰基；R.sub.5和R.sub.6独立地为氢和(C.sub.1-6)烷基，或一起代表(CH.sub.2).sub.p，其中p为2至5。一些化合物本身被要求。
• Oxidative deprotonation of carbonyl compounds by Fe(III) salts
  作者：Attilio Citterio、Anna Cerati、Roberto Sebastiano、Claudia Finzi、Roberto Santi

  DOI：10.1016/s0040-4039(00)72739-0

  日期：1989.1

  Iron (III) salts (perchlorate and nitrate nonahydrate) in acetonitrile or acetic anhydride at 0–50°C oxidize the ∝-position of malonic esters efficiently via the corresponding radicals. In the presence of olefins and aromatics, inter- and intramolecular free radical chain or oxidative additions are observed.

  乙腈或乙酸酐中的铁（III）盐（高氯酸盐和硝酸盐九水合物）在0–50°C下可通过相应的自由基有效氧化丙二酸酯的α-位。在烯烃和芳族化合物的存在下，观察到分子间和分子内的自由基链或氧化加成。
• Photocatalytic Conversion of Lignin Models into Functionalized Aromatic Molecules Initiated by the Proton-Coupled Electron Transfer Process
  作者：Yi Li、Jingya Wen、Simeng Wu、Sha Luo、Chunhui Ma、Shujun Li、Zhijun Chen、Shouxin Liu、Bing Tian

  DOI：10.1021/acs.orglett.4c00026

  日期：2024.2.16

  achieved via photocatalysis. This protocol exhibits a broad scope of lignin models and excellent compatibility of functionalization reagents, constructing a series of functionalized lignin-based aromatic compounds. Highly selective formation of alkyl radical species through a proton-coupled electron transfer and β-scission process provides the opportunity to form new C–C and C–N bonds by reaction with

  通过光催化实现了一种温和有效的木质素 β-O-4 裂解和功能化方法。该方案展示了广泛的木质素模型和功能化试剂的良好兼容性，构建了一系列功能化的木质素基芳香族化合物。通过质子耦合电子转移和β-断裂过程高度选择性地形成烷基自由基物种，提供了通过与亲电试剂反应形成新的C-C和C-N键的机会。