methyl 2-methyl-4-oxo-2-phenylbutanoate | 58402-26-9

• 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: methyl 2-methyl-4-oxo-2-phenylbutanoate
• CAS: 58402-26-9
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: PTBZMWZHNGBCBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-methyl-4-oxo-2-phenylbutanoate 在 氢氧化钾 、 羟胺 、 溶剂黄146 、 锌 作用下， 以 甲醇 为溶剂， 生成 N-Hydroxy-2-(3-methyl-2-oxo-3-phenyl-pyrrolidin-1-yl)-propionamide
  参考文献：
  名称：

  Discovery of γ-Lactam Hydroxamic Acids as Selective Inhibitors of Tumor Necrosis Factor α Converting Enzyme:  Design, Synthesis, and Structure−Activity Relationships

  摘要：

  New gamma-lactam. TACE inhibitors were designed from known MMP inhibitors. A homology model of TACE was built and examined to identify the S1' site as the key area for TACE selectivity over MMPs. Rational exploration of the P1'-S1' interactions resulted in the discovery of the 3,5-disubstituted benzyl ether as a TACE-selective P1' group. Further optimization led to the discovery of IK682 as a selective and orally bioavailable TACE inhibitor.

  DOI：

  10.1021/jm0255670
• 作为产物：
  描述：

  methyl 2-methyl-2-phenyl-4-pentenoate 在 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 2-methyl-4-oxo-2-phenylbutanoate
  参考文献：
  名称：

  Discovery of γ-Lactam Hydroxamic Acids as Selective Inhibitors of Tumor Necrosis Factor α Converting Enzyme:  Design, Synthesis, and Structure−Activity Relationships

  摘要：

  New gamma-lactam. TACE inhibitors were designed from known MMP inhibitors. A homology model of TACE was built and examined to identify the S1' site as the key area for TACE selectivity over MMPs. Rational exploration of the P1'-S1' interactions resulted in the discovery of the 3,5-disubstituted benzyl ether as a TACE-selective P1' group. Further optimization led to the discovery of IK682 as a selective and orally bioavailable TACE inhibitor.

  DOI：

  10.1021/jm0255670

文献信息

• Carboxylation with CO₂ via Brook Rearrangement: Preparation of α-Hydroxy Acid Derivatives
  作者：Tsuyoshi Mita、Yuki Higuchi、Yoshihiro Sato

  DOI：10.1021/ol403099f

  日期：2014.1.3

  rearrangement. A variety of α-substituents including aryl, alkenyl, and alkyl groups were tolerated to afford α-hydroxy acids in moderate-to-high yields. One-pot synthesis from aldehydes using PhMe2SiLi and CO2 was also possible, providing α-hydroxy acids without the isolation of an α-hydroxy silane.

  在CsF的存在下，通过布鲁克重排在CO 2气氛（1atm）下将多种α-取代的α-甲硅烷氧基硅烷羧化。可以耐受包括芳基，烯基和烷基在内的各种α-取代基，以中等至高收率得到α-羟基酸。也可以使用PhMe 2 SiLi和CO 2从醛进行一锅法合成，无需分离α-羟基硅烷即可提供α-羟基酸。
• [EN] BENZODIOXANE DERIVATIVES AND THEIR PHARMACEUTICAL USE<br/>[FR] DÉRIVÉS DE BENZODIOXANE ET LEUR UTILISATION PHARMACEUTIQUE
  申请人：ORION CORP

  公开号：WO2018002437A1

  公开（公告）日：2018-01-04

  Compounds of formula (I): wherein Ra and Rb are as defined in the claims, exhibit alpha2C antagonistic activity and are thus useful as alpha2C antagonists.

  式(I)的化合物：其中Ra和Rb如权利要求中定义的，具有α2C拮抗活性，因此可用作α2C拮抗剂。
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