tert-butyl (S)-2-(3-azido-2,2-dimethylpropanoyloxy)-4-methylpentanoate | 1248798-89-1

• 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: tert-butyl (S)-2-(3-azido-2,2-dimethylpropanoyloxy)-4-methylpentanoate
• 英文别名: tert-butyl (2S)-2-(3-azido-2,2-dimethylpropanoyl)oxy-4-methylpentanoate
• CAS: 1248798-89-1
• 化学式: C₁₅H₂₇N₃O₄
• 分子量: 313.397
• InChiKey: INKUSWSITADPLK-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  67
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-2-(3-azido-2,2-dimethylpropanoyloxy)-4-methylpentanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到(S)-2-(3-azido-2,2-dimethylpropanoyloxy)-4-methylpentanoic acid
  参考文献：
  名称：

  Approaches for the Synthesis of Functionalized Cryptophycins

  摘要：

  The first syntheses of bioactive cryptophycins functionalized at unit ID were accomplished ina one-pot Staudinger reduction/cyclization step An a/ado precursor for the lower part of the backbone was introduced to minimize protective group chemistry and enable a very convenient synthesis of cryptophycin-52 and unit D eryptophycin analogues containing an ester or a free carboxylic acid for bioconjugations Both new cryptophycin derivatives show high biological activity in cytotoxicity assays

  DOI：

  10.1021/jo101563s
• 作为产物：
  描述：

  2,2-dimethyl-3-azido-propanoyl chloride 、 L-2-羟基-4-甲基戊酸叔丁酯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以809 mg的产率得到tert-butyl (S)-2-(3-azido-2,2-dimethylpropanoyloxy)-4-methylpentanoate
  参考文献：
  名称：

  Approaches for the Synthesis of Functionalized Cryptophycins

  摘要：

  The first syntheses of bioactive cryptophycins functionalized at unit ID were accomplished ina one-pot Staudinger reduction/cyclization step An a/ado precursor for the lower part of the backbone was introduced to minimize protective group chemistry and enable a very convenient synthesis of cryptophycin-52 and unit D eryptophycin analogues containing an ester or a free carboxylic acid for bioconjugations Both new cryptophycin derivatives show high biological activity in cytotoxicity assays

  DOI：

  10.1021/jo101563s

文献信息

• Approaches for the Synthesis of Functionalized Cryptophycins
  作者：Benedikt Sammet、Tobias Bogner、Markus Nahrwold、Christine Weiss、Norbert Sewald

  DOI：10.1021/jo101563s

  日期：2010.10.15

  The first syntheses of bioactive cryptophycins functionalized at unit ID were accomplished ina one-pot Staudinger reduction/cyclization step An a/ado precursor for the lower part of the backbone was introduced to minimize protective group chemistry and enable a very convenient synthesis of cryptophycin-52 and unit D eryptophycin analogues containing an ester or a free carboxylic acid for bioconjugations Both new cryptophycin derivatives show high biological activity in cytotoxicity assays