2-苯基-2-(羟甲基)丙酸乙酯 | 16141-26-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 2-苯基-2-(羟甲基)丙酸乙酯
• 英文名称: ethyl 3-hydroxy-2-methyl-2-phenylpropanoate
• 英文别名: ethyl 2-phenyl-2-(hydroxymethyl)propanoate；3-hydroxy-2-methyl-2-phenyl-propionic acid ethyl ester；3-Hydroxy-2-methyl-2-phenyl-propionsaeure-aethylester；3-Hydroxy-2-methyl-2-phenyl-propionsaeure-ethylester；2-Hydroxymethyl-2-phenyl-propionsaeure-aethylester；2-Hydroxymethyl-2-phenyl-propionsaeure-ethylester
• CAS: 16141-26-7
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: CCHASJGVTHSKOP-UHFFFAOYSA-N

物化性质

• 沸点：
  130-132 °C
• 密度：
  1.095±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-苯基-2-(羟甲基)丙酸乙酯 在 sodium hydroxide 、 氯化亚砜 作用下， 以 苯 为溶剂， 反应 27.5h， 生成 2-(diethylamino)ethyl 2-methyl-2-phenyl-3-chloropropanoate
  参考文献：
  名称：

  Molecular modification of anticholinergics as probes for muscarinic receptors. 2. Amino esters of .alpha.-methyltropic acid

  摘要：

  As a continuation of our goals to study molecular probes for muscarinic cholinergic receptors, a series of 3-substituted 2-methyl-2-phenylpropanoates with the general structure of C6H5C(CH2X)(CH3)COOCH2CH2NEt2 where X = OH, OTs, F, Cl, Br, I, and OAc were prepared and their antispasmodic activities examined on isolated rat ileum preparations. Structure-activity relationship studies with these compounds provide further evidence suggesting that binding of an aromatic moiety in a specific location within the hydrophobic region of the receptor is important for anticholinergic potency. A nucleophilic displacement of chloride by "naked" fluoride under mild conditions is also reported.

  DOI：

  10.1021/jm00385a028
• 作为产物：
  描述：

  甲基苯基丙二酸二乙酯 在 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 以85%的产率得到2-苯基-2-(羟甲基)丙酸乙酯
  参考文献：
  名称：

  New methods for the selective reduction of disubstituted malonates to the corresponding hydroxy-ester derivatives

  摘要：

  The reduction of alkylphenylmalonates and dialkylmalonates with LiAl(O-t-Bu)(3)H proceeds with selective reduction of one of the ester functionalities to provide the hydroxy-ester derivatives in good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01100-4

文献信息

• Migration du groupe éthoxycarbonyle dans la transposition de<i>Wagner-Meerwein</i>
  作者：Trung Hieu Phan、Hans Dahn

  DOI：10.1002/hlca.19760590137

  日期：——

  Ethoxycarbonyl group migration in the Wagner-Meerwein rearrangement.

  Wagner-Meerwein重排中的乙氧羰基迁移。
• Borylation of Unactivated C(sp³)–H Bonds with Bromide as a Traceless Directing Group
  作者：Ge Zhang、Meng-Yao Li、Wen-Bo Ye、Zhi-Tao He、Chen-Guo Feng、Guo-Qiang Lin

  DOI：10.1021/acs.orglett.1c00617

  日期：2021.4.16

  A palladium-catalyzed alkyl C–H borylation with bromide as a traceless directing group is described, providing a convenient approach to access alkyl boronates bearing a β-all-carbon quaternary stereocenter. The protocol features a broad substrate scope, excellent site selectivity, and good functional group tolerance.

  描述了钯催化的溴化碳氢烷基化反应，并以溴化物为无影向的导向基团，提供了一种便捷的方法来接触带有β-全碳四级立体中心的硼酸烷基酯。该协议具有广泛的底物范围，出色的位点选择性和良好的官能团耐受性。
• EP3903788
  申请人：——

  公开号：——

  公开（公告）日：——
• Notes. A Convenient Synthesis of α-Methyltropic Acid
  作者：Alberto Vecchi、Gaetano Melone

  DOI：10.1021/jo01083a603

  日期：1959.1
• LU M. C.; SHIH L. B.; JAE H. S.; GEARIEN J. E.; THOMPSON E. B., J. MED. CHEM., 30,(1987) N 2, 424-427
  作者：LU M. C.、 SHIH L. B.、 JAE H. S.、 GEARIEN J. E.、 THOMPSON E. B.

  DOI：——

  日期：——