(2-acetoxy-4-bromomethylphenyl)acetic acid tert-butyl ester | 295789-71-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: (2-acetoxy-4-bromomethylphenyl)acetic acid tert-butyl ester
• 英文别名: tert-butyl 2-[2-acetyloxy-4-(bromomethyl)phenyl]acetate
• CAS: 295789-71-8
• 化学式: C₁₅H₁₉BrO₄
• 分子量: 343.217
• InChiKey: FSPHYDJNNVYUOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(2-Acetoxyl-4-methylphenyl)acetic acid tert-butyl ester 、 N-溴代丁二酰亚胺(NBS) 在 过氧化苯甲酰 氩 、 hexanes 、 Hexanes—EtOAc 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 以to give (2-acetoxyl-4-bromomethylphenyl)acetic acid tert-butyl ester 2.467 g (38.8% yield) as an oil的产率得到(2-acetoxy-4-bromomethylphenyl)acetic acid tert-butyl ester
  参考文献：
  名称：

  Phenylalanine derivatives

  摘要：

  本文披露了以下公式的苯丙氨酸衍生物化合物W-Y-(AA)n-Z，其中Y是苯丙氨酰基，AA是氨基酸，n是1到15的整数，取代变量W和Z如本文所述。这些化合物可用于抑制SH2与磷酸化蛋白结合，并抑制肿瘤细胞增殖。

  公开号：

  US07226991B1

文献信息

• PHENYLALANINE DERIVATIVES
  申请人：Burke R. Terrence

  公开号：US20070219194A1

  公开（公告）日：2007-09-20

  The present invention provides phenylalanine derivatives that inhibit SH2 domain binding with a phosphoprotein. These derivatives include compounds of the formula: W—Y-(AA) n -Z wherein n is 0 to 15; Y is a phenylalanyl radical having a phenyl ring, an amine end, and a carboxyl end, the phenyl ring having one or more substituents, e.g., hydroxyl, carboxyl, formyl, carboxyalkyl, carboxyalkyloxy, dicarboxyalkyl, dicarboxyalkyloxy, dicarboxyhaloalkyl, dicarboxyhaloalkyloxy, and phosphonoalkyl, or phosphonohaloalkyl; W is a moiety attached to the nitrogen of Y and is, e.g., alkylcarbonyl, oxalyl, alkylaminooxalyl, arylaminooxalyl, arylalkylaminooxalyl, or alkoxyoxalyl; AA is an amino acid, the amine end of which is attached to the carboxyl end of Y; and Z is an arylalkylamino or arylheterocyclyl alkylamino; or a salt thereof; with the proviso that W is not arylalkylamino when the phenyl ring of phenylalanyl contains a phosphonoalkyl or phosphonohaloalkyl substituent at a position para to the alkylamido group and the ortho and meta positions are unsubstituted. The present invention further provides precursors suitable for preparing the phenylalanine derivatives and a method for the preparation of the precursors. The present invention further provides conjugates comprising a precursor and a conjugant that are covalently linked. These conjugates have biological and/or pharmacological properties.

  本发明提供苯丙氨酸衍生物，其抑制SH2域与磷酸化蛋白结合。这些衍生物包括以下公式的化合物：W—Y-(AA)n-Z，其中n为0至15；Y是具有苯环、胺端和羧基端的苯丙氨酰基基团，苯环具有一个或多个取代基，例如羟基、羧基、甲酰基、羧基烷基、羧基烷氧基、二羧基烷基、二羧基烷氧基、二羧基卤代烷基、二羧基卤代烷氧基、磷酸烷基或磷酸卤代烷基；W是连接到Y的氮上的基团，例如烷基羰基、草酰基、烷基氨基草酰基、芳基氨基草酰基、芳基烷基氨基草酰基或烷氧基草酰基；AA是一种氨基酸，其胺端连接到Y的羧基端；Z是芳基烷基氨基或芳基杂环基烷基氨基；或其盐；但是，当苯丙氨酰基的苯环在烷基酰基基团的对位上含有磷酸烷基或磷酸卤代烷基取代基，并且邻位和间位未取代时，W不是芳基烷基氨基。本发明还提供适用于制备苯丙氨酸衍生物的前体以及制备前体的方法。本发明还提供共价连接的前体和结合物的共轭物。这些共轭物具有生物和/或药理学性质。
• Phenylanine derivatives
  申请人：The United States of America as represented by the Department of Health and Human Services

  公开号：US07825216B2

  公开（公告）日：2010-11-02

  The present invention provides phenylalanine derivatives that inhibit SH2 domain binding with a phosphoprotein. These derivatives include compounds of the formula: W—Y-(AA)n-Z wherein n is 0 to 15; Y is a phenylalanyl radical having a phenyl ring, an amine end, and a carboxyl end, the phenyl ring having one or more substituents, e.g., hydroxyl, carboxyl, formyl, carboxyalkyl, carboxyalkyloxy, dicarboxyalkyl, dicarboxyalkyloxy, dicarboxyhaloalkyl, dicarboxyhaloalkyloxy, and phosphonoalkyl, or phosphonohaloalkyl; W is a moiety attached to the nitrogen of Y and is, e.g., alkylcarbonyl, oxalyl, alkylaminooxalyl, arylaminooxalyl, arylalkylaminooxalyl, or alkoxyoxalyl; AA is an amino acid, the amine end of which is attached to the carboxyl end of Y; and Z is an arylalkylamino or arylheterocyclyl alkylamino; or a salt thereof; with the proviso that W is not arylalkylamino when the phenyl ring of phenylalanyl contains a phosphonoalkyl or phosphonohaloalkyl substituent at a position para to the alkylamido group and the ortho and meta positions are unsubstituted. The present invention further provides precursors suitable for preparing the phenylalanine derivatives and a method for the preparation of the precursors. The present invention further provides conjugates comprising a precursor and a conjugant that are covalently linked. These conjugates have biological and/or pharmacological properties.

  本发明提供了苯丙氨酸衍生物，可以抑制SH2结构域与磷酸化蛋白质的结合。这些衍生物包括以下化合物：W-Y-(AA)n-Z，其中n为0至15；Y是具有苯环、胺端和羧基端的苯丙氨酰基基团，苯环具有一个或多个取代基，例如羟基、羧基、甲酰基、羧基烷基、羧基烷氧基、二羧基烷基、二羧基烷氧基、二羧基卤代烷基、二羧基卤代烷氧基、磷酸烷基或磷酸卤代烷基；W是连接到Y的氮上的基团，例如烷基羰基、草酰基、烷基氨氧草酰基、芳基氨氧草酰基、芳基烷基氨氧草酰基或烷氧草酰基；AA是一种氨基酸，其胺端连接到Y的羧基端；Z是芳基烷基氨基或芳基杂环基烷基氨基；或其盐；但是，若苯丙氨酰基的苯环在离烷基酰胺基团的对位上含有磷酸烷基或磷酸卤代烷基取代基且邻位和间位未被取代，则W不是芳基烷基氨基。本发明还提供了适用于制备苯丙氨酸衍生物的前体物以及制备前体物的方法。本发明还提供了共价连接的前体和结合物的共轭物。这些共轭物具有生物和/或药理学性质。
• US7226991B1
  申请人：——

  公开号：US7226991B1

  公开（公告）日：2007-06-05
• US7825216B2
  申请人：——

  公开号：US7825216B2

  公开（公告）日：2010-11-02
• [EN] PHENYLALANINE DERIVATIVES<br/>[FR] DERIVES DE PHENYLALANINE
  申请人：US COMMERCE

  公开号：WO2000056760A1

  公开（公告）日：2000-09-28

  The present invention provides phenylalanine derivatives that inhibit SH2 domain binding with a phosphoprotein. These derivatives include compounds of the formula: W-Y-(AA)n-Z wherein n is 0 to 15; Y is a phenylalanyl radical having a phenyl ring, an amine end, and a carboxyl end, the phenyl ring having one or more substituents, e.g., hydroxyl, carboxyl, formyl, carboxyalkyl, carboxyalkyloxy, dicarboxyalkyl, dicarboxyalkyloxy, dicarboxyhaloalkyl, dicarboxyhaloalkyloxy, and phosphonoalkyl, or phosphonohaloalkyl; W is a moiety attached to the nitrogen of Y and is, e.g., alkylcarbonyl, oxalyl, alkylaminooxalyl, arylaminooxalyl, arylalkylaminooxalyl, or alkoxyoxalyl; AA is an amino acid, the amine end of which is attached to the carboxyl end of Y; and Z is an arylalkylamino or arylheterocyclyl alkylamino; or a salt thereof; with the proviso that W is not arylalkylamino when the phenyl ring of phenylalanyl contains a phosphonoalkyl or phosphonohaloalkyl substituent at a position para to the alkylamido group and the ortho and meta positions are unsubstituted. The present invention further provides precursors suitable for preparing the phenylalanine derivatives and a method for the preparation of the precursors. The present invention further provides conjugates comprising a precursor and a conjugant that are covalently linked. These conjugates have biological and/or pharmacological properties.