β-chloro-β-phenylalanine | 229485-67-0

• 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: β-chloro-β-phenylalanine
• 英文别名: 2-azaniumyl-3-chloro-3-phenylpropanoate
• CAS: 229485-67-0
• 化学式: C₉H₁₀ClNO₂
• mdl: MFCD00051803
• 分子量: 199.637
• InChiKey: OJVPYIWDIVFKHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  306.3±42.0 °C(Predicted)
• 密度：
  1.334±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  β-chloro-β-phenylalanine 在 palladium on activated charcoal 氯化亚砜 、 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 DL-苯基丙氨酸甲酯盐酸盐
  参考文献：
  名称：

  Portelli, Mario, Gazzetta Chimica Italiana, 1989, vol. 119, # 4, p. 215 - 216

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-β-苯基丝氨酸 在 氯化亚砜 作用下， 反应 4.0h， 生成 β-chloro-β-phenylalanine
  参考文献：
  名称：

  Portelli, Mario, Gazzetta Chimica Italiana, 1989, vol. 119, # 4, p. 215 - 216

  摘要：

  DOI：

文献信息

• Processes for producing B-halogeno-a-amino-carboxylic acids and phenylcysteine derivatives and intermediates thereof
  申请人：——

  公开号：US20020082450A1

  公开（公告）日：2002-06-27

  An industrially advantageous method of producing &bgr;-halogeno-&agr;-aminocarboxylic acids is provided. Methods are also provided of producing optically active N-protected-S-phenylcysteines having high optical purity and of intermediates thereof, respectively, in which the above production method is utilized. A method of producing &bgr;-halogeno-&agr;-aminocarboxylic acids or salts thereof is disclosed which comprises halogenating the hydroxyl group of a &bgr;-hydroxy-&agr;-aminocarboxylic acid (in which the basicity of the amino group in &agr;-position is not masked by the presence of a substituent on said amino group) or a salt thereof with an acid with a halogenating agent. A method of producing optically active N-protected-S-phenylcysteines represented by the general formula (3) or salts thereof is further disclosed which comprises applying the above production method to optically active serine or a salt thereof and then carrying out treatment with an amino-protecting agent and reaction with thiophenol under a basic condition. 1

  提供了一种工业上有利的制备&bgr;-卤代-&agr;-氨基羧酸的方法。还提供了制备高光学纯度N-保护-S-苯基半胱氨酸及其中间体的方法，其中利用上述生产方法。揭示了一种制备&bgr;-卤代-&agr;-氨基羧酸或其盐的方法，其包括使用酸和卤代试剂卤代&bgr;-羟基-&agr;-氨基羧酸（其中&agr;-位置的氨基基性未被氨基上的取代基掩盖）或其盐的羟基。还揭示了一种制备由通式（3）表示的光学活性N-保护-S-苯基半胱氨酸或其盐的方法，其包括将上述生产方法应用于光学活性丝氨酸或其盐，并在碱性条件下进行氨基保护剂的处理和与硫苯酚反应。
• Monomethylvaline Compounds Having Phenylalanine Side-Chain Replacements at the C-Terminus
  申请人：Doronina Svetlana O.

  公开号：US20090018086A1

  公开（公告）日：2009-01-15

  Auristatin peptide analogs of MeVal-Val-Dil-Dap-Phe (MMAF) are provided having C-terminal phenylalanine residue side chain replacements or modifications which are provided alone or attached to ligands through various linkers. The related conjugates can target specific cell types to provide therapeutic benefit.

  提供了MeVal-Val-Dil-Dap-Phe（MMAF）的Auristatin肽类类似物，其中包括C-末端苯丙氨酸残基侧链替换或修饰，这些类似物可以单独提供或通过各种连接剂连接到配体上。相关的结合物可以针对特定细胞类型，提供治疗效果。
• PROCESSES FOR PRODUCING BETA-HALOGENO-ALPHA-AMINO-CARBOXYLIC ACIDS AND PHENYLCYSTEINE DERIVATIVES AND INTERMEDIATES THEREOF
  申请人：KANEKA CORPORATION

  公开号：EP1046634A1

  公开（公告）日：2000-10-25

  An industrially advantageous method of producing β-halogeno-α-aminocarboxylic acids is provided. Methods are also provided of producing optically active N-protected-S-phenylcysteines having high optical purity and of intermediates thereof, respectively, in which the above production method is utilized. A method of producing β-halogeno-α-aminocarboxylic acids or salts thereof is disclosed which comprises halogenating the hydroxyl group of a β-hydroxy-α-aminocarboxylic acid (in which the basicity of the amino group in α-position is not masked by the presence of a substituent on said amino group) or a salt thereof with an acid with a halogenating agent. A method of producing optically active N-protected-S-phenylcysteines represented by the general formula (3) or salts thereof is further disclosed which comprises applying the above production method to optically active serine or a salt thereof and then carrying out treatment with an amino-protecting agent and reaction with thiophenol under a basic condition.

  本发明提供了一种具有工业优势的生产 β-卤代-α-氨基羧酸的方法。此外，还提供了利用上述生产方法分别生产具有高光学纯度的光学活性 N-保护-S-苯基半胱氨酸及其中间体的方法。 本发明公开了一种生产 β-卤代-α-氨基羧酸或其盐的方法，该方法包括将 β-羟基-α-氨基羧酸（其中 α 位氨基的碱性不因所述氨基上取代基的存在而被掩盖）的羟基或其盐与含有卤化剂的酸进行卤化。进一步公开了一种生产通式（3）代表的光学活性 N-保护-S-苯基半胱氨酸或其盐的方法，该方法包括将上述生产方法应用于光学活性丝氨酸或其盐，然后用氨基保护剂进行处理，并在碱性条件下与噻吩酚反应。
• Monomethylvaline compounds having phenylalanine side-chain modification at the C-terminus
  申请人：Seattle Genetics, Inc.

  公开号：US10000555B2

  公开（公告）日：2018-06-19

  Auristatin peptide analogs of MeVal-Val-Dil-Dap-Phe (MMAF) are provided having C-terminal phenylalanine residue side chain replacements or modifications which are provided alone or attached to ligands through various linkers. The related conjugates can target specific cell types to provide therapeutic benefit.

  提供的 MeVal-Val-Dil-Dap-Phe (MMAF) Auristatin 肽类似物具有 C 端苯丙氨酸残基侧链替换或修饰，可单独提供或通过各种连接体连接到配体上。相关共轭物可靶向特定细胞类型，提供治疗效果。
• p21 peptides
  申请人：Cyclacel Limited

  公开号：US20040176301A1

  公开（公告）日：2004-09-09

  The present invention relates to p21 derived peptides capable of inhibiting CDK/cyclin complexes, particularly cyclins A or E/CDK2, by modifying the interaction with their substrates. The peptides are derived from a C-terminal region of p21 and display selectivity for cyclin/CDK2 inhibition over cyclin/CDK4 inhibition. Variants of such peptides particularly involving certain alanine replacements are shown to be particularly potent.

  本发明涉及 p21 衍生的肽，能够通过改变与底物的相互作用来抑制 CDK/细胞周期蛋白复合物，特别是细胞周期蛋白 A 或 E/CDK2。这些多肽来自 p21 的 C 端区域，对细胞周期蛋白/CDK2 的抑制作用比对细胞周期蛋白/CDK4 的抑制作用具有选择性。这种肽的变体，特别是涉及某些丙氨酸替换的变体，显示出特别的效力。