[(2S,3R)-3-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-2-hydroxycarbamoyl-5-methyl-hexylsulfanyl]-acetic acid methyl ester | 203723-46-0

• 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: [(2S,3R)-3-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-2-hydroxycarbamoyl-5-methyl-hexylsulfanyl]-acetic acid methyl ester
• 英文别名: methyl 2-[(2S,3R)-3-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl]sulfanylacetate
• CAS: 203723-46-0
• 化学式: C₂₁H₃₁N₃O₆S
• 分子量: 453.56
• InChiKey: IVOXSWZULKZVHW-IKGGRYGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  173
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(2S,3R)-3-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-2-hydroxycarbamoyl-5-methyl-hexylsulfanyl]-acetic acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2-[(2S,3R)-3-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl]sulfanylacetic acid
  参考文献：
  名称：

  Selective inhibition of low affinity IgE receptor (CD23) processing

  摘要：

  A series of hydroxamic acids related to the non-selective matrix metalloproteinase inhibitor Batimastat has been prepared, some members of which are potent inhibitors of the processing of the low affinity IgE receptor (CD 23). Increased activity is obtained by appropriate substitution at the a-position, whilst selectivity is gained by use of a P1' benzyl group in conjunction with a C-terminal primary amide. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)10149-4
• 作为产物：
  描述：

  (2R)-2-[1-(tert-butoxycarbonyl)vinyl]-4-methylpentanoic acid 在 N-甲基吗啉 、 sodium hydroxide 、 N-羟基-7-氮杂苯并三氮唑 、 乙胺嗪 、 丹酰尸胺 、 盐酸羟胺 、 1-羟基苯并三唑 、 三氟乙酸 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(2S,3R)-3-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-2-hydroxycarbamoyl-5-methyl-hexylsulfanyl]-acetic acid methyl ester
  参考文献：
  名称：

  Selective inhibition of low affinity IgE receptor (CD23) processing

  摘要：

  A series of hydroxamic acids related to the non-selective matrix metalloproteinase inhibitor Batimastat has been prepared, some members of which are potent inhibitors of the processing of the low affinity IgE receptor (CD 23). Increased activity is obtained by appropriate substitution at the a-position, whilst selectivity is gained by use of a P1' benzyl group in conjunction with a C-terminal primary amide. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)10149-4