(2-methyl-allyl)-propyl-malonic acid diethyl ester | 854833-31-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2-methyl-allyl)-propyl-malonic acid diethyl ester
• 英文别名: methallyl-propyl-malonic acid diethyl ester；2-Methyl-hepten-(1)-dicarbonsaeure-(4.4)-diaethylester；Propyl-(2-methyl-allyl)-malonsaeure-diaethylester；Methallyl-propyl-malonsaeure-diaethylester；Diethyl 2-(2-methylprop-2-enyl)-2-propylpropanedioate
• CAS: 854833-31-1
• 化学式: C₁₄H₂₄O₄
• mdl: MFCD25359853
• 分子量: 256.342
• InChiKey: MXABJENDHUIXIS-UHFFFAOYSA-N

物化性质

• 沸点：
  280.9±20.0 °C(Predicted)
• 密度：
  0.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-methyl-allyl)-propyl-malonic acid diethyl ester 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 生成 4-甲基-2-丙基戊-4-烯酸
  参考文献：
  名称：

  Further Branching of Valproate-Related Carboxylic Acids Reduces the Teratogenic Activity, but Not the Anticonvulsant Effect

  摘要：

  In the present study, compounds derived from the anticonvulsant drug valproic acid (VPA, 2-n-propylpentanoic acid) and analogues known to be teratogenic were synthesized with an additional carbon-branching in one of the side chains. The substances were tested for their ability to induce anticonvulsant-activity and sedation in adult mice, and neural tube defects (exencephaly) in the offspring of pregnant animals (Han:NMRI mice). In all cases, the rates of exencephaly, embryolethality, and fetal weight retardation induced by the methyl-branched derivatives were very low when compared to those of the parent compounds, These novel compounds exhibited anticonvulsant activity which was not significantly different from that of VPA. Neurotoxicity was considerably lower for some compounds as compared to VPA. Anticonvulsant activity and neurotoxicity of branched short chain fatty acids are far less structure-dependent and not related to teratogenic potency. Within this series of compounds, (+/-)-4-methyl-2-n-propyl-4-pentenoic acid and (+/-)-2-isobutyl-4-pentenoic acid exhibited the most favorable profile in regard to high anticonvulsant effect, low sedation, and teratogenicity. Valproic acid analogues with additional methyl branching may be valuable antiepileptic agents with low teratogenic potential.

  DOI：

  10.1021/tx950216s
• 作为产物：
  描述：

  丙基丙二酸二乙酯 、 3-氯-2-甲基丙烯 在 sodium ethanolate 作用下， 生成 (2-methyl-allyl)-propyl-malonic acid diethyl ester
  参考文献：
  名称：

  Some Barbituric Acids Containing the 2-Methylallyl Group

  摘要：

  DOI：

  10.1021/ja01288a019

文献信息

• TETRAHYDROFURANS: I. 2,2-DIMETHYL-4-SUBSTITUTED-4-HYDROXYMETHYLTETRAHYDROFURANS AND RELATED COMPOUNDS
  作者：B. K. Wasson、C. H. Gleason、I. Levi、J. M. Parker、L. M. Thompson、C. H. Yates

  DOI：10.1139/v61-113

  日期：1961.4.1

  xymethyltetrahydrofuran (IVe) with acetic anhydride – pyridine hydrochloride yielded 2-allyl-2-methallyl-1,3-propanediol diacetate (Xe). Catalytic reduction of IVe gave 2,2-dimethyl-4-n-propyl-4-hydroxymethyltetrahydrofuran (IVd). Reductive cleavage of the tosylate VIIIb of 2,2,4-trimethyl-4-hydroxymethyltetrahydrofuran (IVb) with lithium aluminum hydride yielded the known 2,2,4,4-tetramethyltetrahydrofuran

  取代的甲基烯丙基丙二酸酯 (I) 用氢化铝锂还原成相应的 2-甲基烯丙基-1,3-丙二醇 (II)。这些二醇II在用无机酸处理后环化成异构的2,2-二甲基-4-取代-4-羟甲基四氢呋喃(IV)。II 和 IV 分别转化为氨基甲酸酯 III 和 V，显示出药理活性。通过红外分析和以下转化证明了环状化合物IV的指定结构。2,2-二甲基-4-烯丙基-4-羟甲基四氢呋喃 (IVe) 与乙酸酐 - 吡啶盐酸盐的断环产生 2-烯丙基-2-甲基烯丙基-1,3-丙二醇二乙酸酯 (Xe)。IVe 的催化还原得到 2,2-二甲基-4-n-丙基-4-羟甲基四氢呋喃 (IVd)。2,2 的甲苯磺酸盐 VIIIb 的还原裂解，
• OLEFIN METATHESIS INITIATORS BEARING THIAZOL-2-YLIDENE LIGANDS
  申请人：Vougioukaiakis George C.

  公开号：US20100144987A1

  公开（公告）日：2010-06-10

  This invention relates to olefin metathesis catalysts general formula (I): having a thiazol-2-ylidene ligand of general formula (II): The catalysts have been found to be particularly good initiators of (a) ring-closing metathesis reactions used to prepare tetra-substituted cyclic olefins, and (b) cross-metathesis reactions used to prepare tri-substituted and di-substituted olefins.

  本发明涉及一般式(I)具有一般式(II)的噻唑-2-基膦配体的烯烃交换催化剂。已经发现这些催化剂特别适用于(a)用于制备四取代环烯烃的环闭合交换反应和(b)用于制备三取代和二取代烯烃的交叉交换反应的良好引发剂。
• Some Barbituric Acids Containing the 2-Methylallyl Group
  作者：Wilbur J. Doran、H. A. Shonle

  DOI：10.1021/ja01288a019

  日期：1937.9
• US2106138
  申请人：——

  公开号：——

  公开（公告）日：——
• 2-methyl-allyl-substituted malonic ester
  申请人：LILLY CO ELI

  公开号：US02237265A1

  公开（公告）日：1941-04-01