3-hydroxy-2-methyl-3-phenylpropionic acid 2,6-dimethylphenyl ester | 345926-53-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3-hydroxy-2-methyl-3-phenylpropionic acid 2,6-dimethylphenyl ester
• 英文别名: (2,6-dimethylphenyl) 3-hydroxy-2-methyl-3-phenylpropanoate
• CAS: 345926-53-6
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: LJBXGBNQMYOQJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2-methyl-3-phenylpropionic acid 2,6-dimethylphenyl ester 、 重氮甲烷 、 盐酸 生成 (2S,3R)-methyl 3-hydroxy-2-methyl-3-phenylpropionate
  参考文献：
  名称：

  PRATT, A. J.;THOMAS, E. J., J. CHEM. SOC. CHEM. COMMUN., 1982, N 19, 1115-1117

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-dimethylphenyl propionate 、 苯甲醛 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.75h， 以85%的产率得到3-hydroxy-2-methyl-3-phenylpropionic acid 2,6-dimethylphenyl ester
  参考文献：
  名称：

  Crossed aldol reaction using cross-linked polymer-bound lithium dialkylamide

  摘要：

  Cross-linked polymer-bound lithium dialkylamides were employed in crossed aldol reaction of various carbonyl compounds with aldehydes to afford the corresponding beta-hydroxycarbonyl compounds. The introduction of spacer chains to the polymer-bound lithium dialkylamide between the base moiety and the polystyrene backbone effectively enhanced yields of the desired aldol adducts. Sometimes better yields were obtained by using the polymer-bound reagent having an appropriate spacer-chain with those obtained using lithium diisopropylamide under homogeneous conditions. Repeated use of these polymeric reagents was demonstrated with no loss of efficiency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.04.026

文献信息

• On the use of E-1-methoxymethoxybut-2-enyl(tri-n-butyl)stannane as a threo-selective, homo-enolate equivalent
  作者：Andrew J. Pratt、Eric J. Thomas

  DOI：10.1039/c39820001115

  日期：——

  (E)-1-Methoxymethoxybut-2-enyl(tri-n-butyl)stannane, readily available by addition of tri-n-butylstannyllithium to crotonaldehyde, and protection of the alcohol so formed using chloromethyl methyl ether, reacts on heating with aromatic and aliphatic aldehydes to give threo-4,5-disubstituted butyrolactones.

  （E）-1-甲氧基甲氧基丁-2-烯基（三正丁基）锡烷，可通过将三正丁基锡锂加到巴豆醛中而容易获得，并用氯甲基甲基醚保护如此形成的醇，在加热下与芳族化合物反应和脂族醛得到苏--4，5-二取代丁内酯。
• Pratt, Andrew J.; Thomas, Eric J., Journal of the Chemical Society. Perkin transactions I, 1989, p. 1521 - 1527
  作者：Pratt, Andrew J.、Thomas, Eric J.

  DOI：——

  日期：——
• DUTHALER, RUDOLF O.;HEROLD, PETER;WYLER-HELFER, SUSANNE;RIEDIKER, MARTIN, HELV. CHIM. ACTA, 73,(1990) N, C. 659-677
  作者：DUTHALER, RUDOLF O.、HEROLD, PETER、WYLER-HELFER, SUSANNE、RIEDIKER, MARTIN

  DOI：——

  日期：——