2-benzyl-2-methylmalonyl dichloride | 861355-80-8

• 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: 2-benzyl-2-methylmalonyl dichloride
• 英文别名: 2-Benzyl-2-methylpropanedioyl dichloride；2-benzyl-2-methylpropanedioyl dichloride
• CAS: 861355-80-8
• 化学式: C₁₁H₁₀Cl₂O₂
• 分子量: 245.105
• InChiKey: XFRNFCOIPPNSHE-UHFFFAOYSA-N

物化性质

• 沸点：
  322.2±42.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzyl-2-methylmalonyl dichloride 在 三乙胺 作用下， 以 xylene 、 苯 为溶剂， 反应 38.0h， 生成 5-Benzyl-1,3,5-trimethylpyrimidine-2,4,6(1H,3H,5H)-trithione
  参考文献：
  名称：

  Photochemical Transformation of Trithiobarbiturate into Thiohydantoin and Imidazolinothiophene Derivatives

  摘要：

  Upon irradiation of trithiobarbiturate (1), ring contraction reaction occurred to give thiohydantoin (2 or 3) and imidazolinothiophene (4) derivatives. Further, on treating with iodine, the thiohydantoins (2 and 3) undergo ring closure, giving imidazolinothiophene derivatives (4).

  DOI：

  10.3987/com-98-s(h)24
• 作为产物：
  描述：

  2-benzyl-2-methylmalonic acid 在 五氯化磷 作用下， 生成 2-benzyl-2-methylmalonyl dichloride
  参考文献：
  名称：

  Photochemical Transformation of Trithiobarbiturate into Thiohydantoin and Imidazolinothiophene Derivatives

  摘要：

  Upon irradiation of trithiobarbiturate (1), ring contraction reaction occurred to give thiohydantoin (2 or 3) and imidazolinothiophene (4) derivatives. Further, on treating with iodine, the thiohydantoins (2 and 3) undergo ring closure, giving imidazolinothiophene derivatives (4).

  DOI：

  10.3987/com-98-s(h)24

文献信息

• Nickel-Catalyzed Enantioconvergent Reductive Hydroalkylation of Olefins with α-Heteroatom Phosphorus or Sulfur Alkyl Electrophiles
  作者：Shi-Jiang He、Jia-Wang Wang、Yan Li、Zhe-Yuan Xu、Xiao-Xu Wang、Xi Lu、Yao Fu

  DOI：10.1021/jacs.9b09415

  日期：2020.1.8

  bond formation reactions have been made in recent years through the use of transition-metal-catalyzed cross-coupling reactions of racemic secondary alkyl electrophiles with organometallic reagents. Herein, we report a general process for the asymmetric construction of alkyl-alkyl bonds adjacent to heteroatoms, namely, a nickel-catalyzed enantioconvergent reductive hydroalkylation of olefins with α-heteroatom

  近年来，通过使用外消旋仲烷基亲电试剂与有机金属试剂的过渡金属催化交叉偶联反应，对映收敛 C(sp3)-C(sp3) 键形成反应取得了重大进展。在此，我们报告了与杂原子相邻的烷基-烷基键的不对称构建的一般过程，即镍催化的烯烃与 α-杂原子磷或硫烷基亲电试剂的对映聚合还原加氢烷基化反应。包括使用容易获得的烯烃，该反应具有相当大的优势，如反应条件温和、底物范围广、官能团兼容性好，使其成为传统亲电-亲核交叉偶联反应的理想替代方案。
• 4-Oxo-β-lactams (Azetidine-2,4-diones) Are Potent and Selective Inhibitors of Human Leukocyte Elastase
  作者：Jalmira Mulchande、Rudi Oliveira、Marta Carrasco、Luís Gouveia、Rita C. Guedes、Jim Iley、Rui Moreira

  DOI：10.1021/jm901082k

  日期：2010.1.14

  sensitive to the nature of C-3 substituents, with small alkyl substituents such as a gem-diethyl group improving the inhibitory potency when compared to gem-methyl benzyl or ethyl benzyl counterparts. 4-Oxo-β-lactams containing a heteroarylthiomethyl group on the para position of an N1-aryl moiety afforded highly potent and selective inhibition of HLE, even at a very low inhibitor to enzyme ratio, as shown

  人白细胞弹性蛋白酶（HLE）是一种在中性粒细胞中存储和分泌的丝氨酸蛋白酶，在几种肺部疾病的发病机理中起决定性作用。以前被报道作为猪胰弹性蛋白酶的酰化剂的4-氧代-β-内酰胺被发现是选择性和有效的HLE抑制剂。结构活性关系分析表明，抑制活性对C-3取代基的性质非常敏感，与宝石甲基苄基或乙基苄基对应物相比，较小的烷基取代基（如宝石二乙基）提高了抑制效能。在N 1的对位含有杂芳基硫甲基的4-Oxo-β-内酰胺芳基部分，得到高度有效的和HLE的选择性抑制，甚至在非常低的抑制剂的酶比率，如由ķ上的3.24×10值6中号-1小号-1为1207米。相应的邻位异构体的效力降低了40到90倍。
• Photochemical Transformation of Trithiobarbiturate into Thiohydantoin and Imidazolinothiophene Derivatives
  作者：Haruko Takechi、Hajime Takahashi、Minoru Machida

  DOI：10.3987/com-98-s(h)24

  日期：——

  Upon irradiation of trithiobarbiturate (1), ring contraction reaction occurred to give thiohydantoin (2 or 3) and imidazolinothiophene (4) derivatives. Further, on treating with iodine, the thiohydantoins (2 and 3) undergo ring closure, giving imidazolinothiophene derivatives (4).
• Design of bisquinolinyl malonamides as Zn2+ ion-selective fluoroionophores based on the substituent effect
  作者：Takayo Moriuchi-Kawakami、Keita Kawata、Sho Nakamura、Yoshiaki Koyama、Yasuhiko Shibutani

  DOI：10.1016/j.tet.2014.11.016

  日期：2014.12

  A series of malonamides possessing two quinoline moieties were synthesized and characterized as fluoroionophores for the Zn2+ ion. We focused on the relationship between the substituents introduced to the C2-position of the malonamides and their Zn2+ ion-selectivity, exploiting the structural effect of the substituents in the design of the fluoroionophores with high selectivity. The substituents introduced to the malonamides were the methyl, benzyl and naphthalenylmethyl groups. In dimethyl sulfoxide solvent, all substituted bisquinolinyl malonamides showed excellent fluorescence sensing for the Zn2+ ion, while unsubstituted bisquinolinyl malonamide 1 displayed ratiometric sensing for the Co2+ ion. N,N'-Bis(8-quinolyI)-2-methyl-2-naphthalenylmethyl malonamide 4 exhibited the highest Zn2+ ion-selectivity against the Cd2+ ion. Although the substituents introduced into the C2-position are spatially distant from the quinoline recognition moiety, this study indicated that they greatly influenced the ion selectivities of the bisquinolinyl malonamides. Furthermore, it was demonstrated that visible fluorescence analyses could be performed on malonamide 4. (C) 2014 Elsevier Ltd. All rights reserved.