2-hydroxy-4-methyl-2-phenylpentanoic acid methyl ester

• 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-hydroxy-4-methyl-2-phenylpentanoic acid methyl ester
• 英文别名: Methyl 2-hydroxy-4-methyl-2-phenylpentanoate
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: JXJNYFATOPDWQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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-hydroxy-4-methyl-2-phenylpentanoic acid methyl ester 在 吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到4-methyl-2-phenylpent-2-enoic acid methyl ester
  参考文献：
  名称：

  Stereoselective Synthesis of Z-α-Aryl-α,β-unsaturated Esters

  摘要：

  An efficient method for the stereoselective synthesis of (Z)-alpha- arylacrylates is described. Treatment of alpha-hydroxyesters with triflic anhydride and pyridine at 0 C followed by warming to room temperature afforded the corresponding (Z)-alpha-aryl-alpha,beta-unsaturated esters in very good yields and excellent stereoselectivity.

  DOI：

  10.1021/jo060586t
• 作为产物：
  描述：

  溴代异丁烷 、 DL-扁桃酸甲酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以71%的产率得到2-hydroxy-4-methyl-2-phenylpentanoic acid methyl ester
  参考文献：
  名称：

  Stereoselective Synthesis of Z-α-Aryl-α,β-unsaturated Esters

  摘要：

  An efficient method for the stereoselective synthesis of (Z)-alpha- arylacrylates is described. Treatment of alpha-hydroxyesters with triflic anhydride and pyridine at 0 C followed by warming to room temperature afforded the corresponding (Z)-alpha-aryl-alpha,beta-unsaturated esters in very good yields and excellent stereoselectivity.

  DOI：

  10.1021/jo060586t

文献信息

• Alpha,beta-unsaturated esters and acids by stereoselective dehydration
  申请人：Deng Xiaohu

  公开号：US20060004195A1

  公开（公告）日：2006-01-05

  There are provided by the present invention certain pyrazole based CCK-1 receptor modulators which have the general formula: wherein Ar is an aromatic or heteroaromatic group, X is a hydrocarbon linker, Y is a bond or hydrocarbon linker and R 1 , R 2 , R 3 , R 4 and R 5 are certain organic substituents, methods for making the same, and stereoselective dehydration methods for generally making α,β-unsaturated esters, acids and their derivatives.

  本发明提供了一些基于吡唑的CCK-1受体调节剂，其具有以下一般式： 其中Ar是芳香族或杂环芳基，X是碳氢链，Y是键或碳氢链，R1、R2、R3、R4和R5是某些有机取代基，以及制备这些化合物的方法，以及用于通常制备α，β-不饱和酯，酸及其衍生物的立体选择性脱水方法。
• ALPHA, BETA-UNSATURATED ESTERS AND ACIDS BY STEREOSELECTIVE DEHYDRATION
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1781617A2

  公开（公告）日：2007-05-09
• EP1781617A4
  申请人：——

  公开号：EP1781617A4

  公开（公告）日：2009-06-24
• [EN] a, ß-UNSATURATED ESTERS AND ACIDS BY STEREOSELECTIVE DEHYDRATION<br/>[FR] ESTERS ET ACIDES $G(A),$G(B)-INSATURES PAR DESHYDRATATION STEREOSELECTIVE
  申请人：JANSSEN PHARAMCEUTICA N V

  公开号：WO2006004742A2

  公开（公告）日：2006-01-12

  There are provided by the present invention certain pyrazole based CCK-1 receptor modulators which have the general formula: wherein Ar is an aromatic or heteroaromatic group, X is a hydrocarbon linker, Y is a bond or hydrocarbon linker and R1, R2, R3, R4 and R5 are certain organic substituents, methods for making the same, and stereoselective dehydration methods for generally making α,β-unsaturated esters, acids and their derivatives.
• Stereoselective Synthesis of <i>Z</i>-α-Aryl-α,β-unsaturated Esters
  作者：Neelakandha S. Mani、Christopher M. Mapes、Jiejun Wu、Xiaohu Deng、Todd K. Jones

  DOI：10.1021/jo060586t

  日期：2006.6.1

  An efficient method for the stereoselective synthesis of (Z)-alpha- arylacrylates is described. Treatment of alpha-hydroxyesters with triflic anhydride and pyridine at 0 C followed by warming to room temperature afforded the corresponding (Z)-alpha-aryl-alpha,beta-unsaturated esters in very good yields and excellent stereoselectivity.