(Z)-2-acetylamino-3-(3-benzyloxyphenyl)acrylic acid methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-2-acetylamino-3-(3-benzyloxyphenyl)acrylic acid methyl ester
• 英文别名: Methyl (Z)-2-acetamido-3-(3-(benzyloxy)phenyl)acrylate；methyl (Z)-2-acetamido-3-(3-phenylmethoxyphenyl)prop-2-enoate
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: ATGDYCLCRBTHKK-PDGQHHTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-苄氧基苯甲醛 在 sodium acetate 、 乙酸酐 作用下， 以 甲醇 为溶剂， 反应 51.5h， 生成 (Z)-2-acetylamino-3-(3-benzyloxyphenyl)acrylic acid methyl ester
  参考文献：
  名称：

  Optimized Synthesis of l-m-Tyrosine Suitable for Chemical Scale-Up

  摘要：

  This paper demonstrates how L-m-tyrosine 1 can be synthesized on larger-scale via enzyme-catalyzed kinetic resolution of N-acyl m-tyrosine methyl ester 4. N-Acyl m-tyrosine methyl ester 4 was prepared by a modification of Erlenmeyer's azalactone synthesis followed by hydrogenation of the resultant dehydroamino acid 12. The optimized four-step synthesis utilizes cheap and readily available starting materials and circumvents difficult purification protocols.

  DOI：

  10.1021/op700093y

文献信息

• SUBSTITUTED HYDROXYPHENYLAMINE COMPOUNDS
  申请人：Gant Thomas G.

  公开号：US20100172916A1

  公开（公告）日：2010-07-08

  The present invention relates to new substituted hydroxyphenylamine based modulators of hormone and/or pigment levels, pharmaceutical compositions thereof, and methods of use thereof.

  本发明涉及一种基于新的取代羟基苯胺的激素和/或色素水平调节剂，其制药组合物以及使用方法。
• Optimized Synthesis of <scp>l</scp>-<i>m</i>-Tyrosine Suitable for Chemical Scale-Up
  作者：Cara E. Humphrey、Markus Furegati、Kurt Laumen、Luigi La Vecchia、Thomas Leutert、J. Constanze D. Müller-Hartwieg、Markus Vögtle

  DOI：10.1021/op700093y

  日期：2007.11.1

  This paper demonstrates how L-m-tyrosine 1 can be synthesized on larger-scale via enzyme-catalyzed kinetic resolution of N-acyl m-tyrosine methyl ester 4. N-Acyl m-tyrosine methyl ester 4 was prepared by a modification of Erlenmeyer's azalactone synthesis followed by hydrogenation of the resultant dehydroamino acid 12. The optimized four-step synthesis utilizes cheap and readily available starting materials and circumvents difficult purification protocols.