4-[1-(3-benzyloxyphenyl)meth-(Z)-ylidene]-2-methyl-4H-oxazol-5-one

• 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: 4-[1-(3-benzyloxyphenyl)meth-(Z)-ylidene]-2-methyl-4H-oxazol-5-one
• 英文别名: (4Z)-2-methyl-4-[(3-phenylmethoxyphenyl)methylidene]-1,3-oxazol-5-one
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: ADVYILJWOBMWHR-BOPFTXTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[1-(3-benzyloxyphenyl)meth-(Z)-ylidene]-2-methyl-4H-oxazol-5-one 在 Bacillus licheniformis protease 、 盐酸 、 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 、 aq. phosphate buffer 为溶剂， 20.0~100.0 ℃ 、110.0 kPa 条件下， 反应 15.0h， 生成 L-M-酪氨酸
  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
• 作为产物：
  描述：

  3-苄氧基苯甲醛 、 N-乙酰甘氨酸 在 sodium acetate 、 乙酸酐 作用下， 反应 3.5h， 生成 4-[1-(3-benzyloxyphenyl)meth-(Z)-ylidene]-2-methyl-4H-oxazol-5-one
  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。
• [EN] SUBSTITUTED HYDROXYPHENYLAMINE COMPOUNDS<br/>[FR] COMPOSÉS D'HYDROXYPHÉNYLAMINE SUBSTITUÉS
  申请人：AUSPEX PHARMACEUTICALS INC

  公开号：WO2010054286A2

  公开（公告）日：2010-05-14

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