3-Acetylsulfanyl-5-phenyl-pentanoic acid tert-butyl ester | 198630-58-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-Acetylsulfanyl-5-phenyl-pentanoic acid tert-butyl ester
• 英文别名: tert-butyl 3-acetylsulfanyl-5-phenylpentanoate
• CAS: 198630-58-9
• 化学式: C₁₇H₂₄O₃S
• 分子量: 308.442
• InChiKey: WOGLFBUODQZZRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Acetylsulfanyl-5-phenyl-pentanoic acid tert-butyl ester 在 磺酰氯 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 生成 3-Chlorosulfinyl-5-phenyl-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  Amide surrogates of matrix metalloproteinase inhibitors: Urea and sulfonamide mimics

  摘要：

  A new method for the synthesis of succinyl sulfinyl chlorides was applied to the preparation of sulfonamide peptide mimics of MMP inhibitors. Sulfonamide mimics were determined to be active against MMPs and represent promising new leads for further optimization. Urea mimics were also prepared and found to be unstable and prone to hydantoin formation in protic media. (C) 1997 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00182-0
• 作为产物：
  描述：

  3-Hydroxy-5-phenyl-pentanoic acid tert-butyl ester 在 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 3-Acetylsulfanyl-5-phenyl-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  Amide surrogates of matrix metalloproteinase inhibitors: Urea and sulfonamide mimics

  摘要：

  A new method for the synthesis of succinyl sulfinyl chlorides was applied to the preparation of sulfonamide peptide mimics of MMP inhibitors. Sulfonamide mimics were determined to be active against MMPs and represent promising new leads for further optimization. Urea mimics were also prepared and found to be unstable and prone to hydantoin formation in protic media. (C) 1997 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00182-0

文献信息

• Hydroxamic acid derivatives as proteinase inhibitors
  申请人：British Biotech Pharmaceuticals Ltd.

  公开号：US20030050310A1

  公开（公告）日：2003-03-13

  Compounds of formula (I) are matrix metalloproteinase inhibitors wherein X represents a carboxylic acid group —COOH, or a hydroxamic acid group —CONHOH;R 2 represents a radical of formula (II): R 3 —(ALK) m —(Q) p —(ALK) n —, and W represents a cyclic amino radical of formula (IIIA) or (IIIB): 1

  公式（I）的化合物是基质金属蛋白酶抑制剂，其中X表示羧酸基- COOH或羟肟酸基- CONHOH；R2表示公式（II）的基团：R3-（ALK）m-（Q）p-（ALK）n-，W表示公式（IIIA）或（IIIB）的环状氨基基团：1。
• US6479502B1
  申请人：——

  公开号：US6479502B1

  公开（公告）日：2002-11-12