Diethyl <2-(3,4-dimethoxyphenyl)ethyl>malonate | 21610-38-8

• 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: Diethyl <2-(3,4-dimethoxyphenyl)ethyl>malonate
• 英文别名: (3,4-dimethoxy-phenethyl)-malonic acid diethyl ester；(3,4-Dimethoxy-phenaethyl)-malonsaeure-diaethylester；Diethyl [2-(3,4-dimethoxyphenyl)ethyl]propanedioate；diethyl 2-[2-(3,4-dimethoxyphenyl)ethyl]propanedioate
• CAS: 21610-38-8
• 化学式: C₁₇H₂₄O₆
• 分子量: 324.374
• InChiKey: PWTFULQAJZCASF-UHFFFAOYSA-N

物化性质

• 沸点：
  149 °C(Press: 0.05 Torr)
• 密度：
  1.106±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  Diethyl <2-(3,4-dimethoxyphenyl)ethyl>malonate 在 锌铜偶 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 diethyl 2-[(2R,3R)-4,4-dichloro-2-(4-methylphenyl)sulfanyl-5-oxooxolan-3-yl]-2-[2-(3,4-dimethoxyphenyl)ethyl]propanedioate
  参考文献：
  名称：

  Stereospecific replacement of sulfur from chiral .gamma.-(arylsulfanyl)butyrolactones. Synthesis of optically pure ring-fused .gamma.-butyrolactones

  摘要：

  DOI：

  10.1021/ja00211a047
• 作为产物：
  描述：

  3,4-二甲氧基苯乙基溴 、 sodium diethylmalonate 在 乙醇 作用下， 生成 Diethyl <2-(3,4-dimethoxyphenyl)ethyl>malonate
  参考文献：
  名称：

  Kanaoka, Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 597,600

  摘要：

  DOI：

文献信息

• Synthesis of Enantiopure 2-Malonylvinyl Sulfoxides via Addition-Elimination Reactions of 2-Halo- and 2-(Mesyloxy)vinyl Sulfoxides
  作者：Joseph P. Marino、Edgardo Laborde、Carl F. Deering、Robert S. Paley、Maria Paz Ventura

  DOI：10.1021/jo00090a042

  日期：1994.6

  Enantiomerically pure (E)-2-bromo- and (E)-2-iodovinyl sulfoxides 3a and 3b have been prepared in multigram quantities from (E)-1,2-bis(tri-n-butylstannyl)ethene; enantiomerically pure (E)-2-(mesyloxy) vinyl sulfoxide 3c has been synthesized by reaction of the enolate derived from condensation of 1-lithiomethyl p-tolyl sulfoxide and DMF with methanesulfonyl chloride. These compounds react with anions derived from diethyl alkylmalonates to produce enantiopure 2-malonylvinyl sulfoxides in good to excellent yields and with a high degree of stereoselectivity. The transformations proceed through an ''addition-rotation-elimination'' sequence, and the stereochemical results reinforce the concept that nucleophilic additions to vinyl sulfoxides are sterically controlled and occur predominately syn to the sulfinyl electron lone pair.
• Marino Joseph P., Laborde Edgardo, Deering Carl F., Paley Robert S., Vent+, J. Org. Chem, 59 (1994) N 11, S 3193-3201
  作者：Marino Joseph P., Laborde Edgardo, Deering Carl F., Paley Robert S., Vent+

  DOI：——

  日期：——
• MARINO, JOSEPH P.;LABORDE, EDGARDO;PALEY, ROBERT S., J. AMER. CHEM. SOC., 110,(1988) N 3, 966-968
  作者：MARINO, JOSEPH P.、LABORDE, EDGARDO、PALEY, ROBERT S.

  DOI：——

  日期：——
• Kanaoka, Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 597,600
  作者：Kanaoka

  DOI：——

  日期：——
• Stereospecific replacement of sulfur from chiral .gamma.-(arylsulfanyl)butyrolactones. Synthesis of optically pure ring-fused .gamma.-butyrolactones
  作者：Joseph P. Marino、Edgardo. Laborde、Robert S. Paley

  DOI：10.1021/ja00211a047

  日期：1988.2.3