N,N-diisopropyl-3-hydroxy-2-methylbutanamide | 201414-31-5

• 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: N,N-diisopropyl-3-hydroxy-2-methylbutanamide
• 英文别名: 3-hydroxy-2-methyl-N,N-di(propan-2-yl)butanamide
• CAS: 201414-31-5
• 化学式: C₁₁H₂₃NO₂
• 分子量: 201.309
• InChiKey: GBBXIIHOUIDLPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-diisopropyl-3-hydroxy-2-methylbutanamide 在 吡啶 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 16.0h， 生成 anti-N,N-diisopropyl-3-iodo-2-methylbutanamide
  参考文献：
  名称：

  Diastereodivergency in the reactions of 3-metallated-2-methylbutanamide

  摘要：

  Diastereocontrolled reactions with 3-iodozinc-2-methylbutanamide were examined. When the iodozinc reagent was reacted with aromatic and alpha,beta-unsaturated aldehydes in the presence of iodotrimethylsilane, C2-C3 anti-derivatives were obtained almost exclusively. Whereas, after transmetallation to Ti(IV), the reaction with aldehydes gave C2-C3 syn-derivatives exclusively. Acylation of the zinc reagent with acid chlorides in the presence of Pd(O) catalyst gave C2-C3 syn-derivatives. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10292-7
• 作为产物：
  描述：

  二异丙胺 在 锌 作用下， 以 二氯甲烷 为溶剂， 反应 2.67h， 生成 N,N-diisopropyl-3-hydroxy-2-methylbutanamide
  参考文献：
  名称：

  Diastereodivergency in the reactions of 3-metallated-2-methylbutanamide

  摘要：

  Diastereocontrolled reactions with 3-iodozinc-2-methylbutanamide were examined. When the iodozinc reagent was reacted with aromatic and alpha,beta-unsaturated aldehydes in the presence of iodotrimethylsilane, C2-C3 anti-derivatives were obtained almost exclusively. Whereas, after transmetallation to Ti(IV), the reaction with aldehydes gave C2-C3 syn-derivatives exclusively. Acylation of the zinc reagent with acid chlorides in the presence of Pd(O) catalyst gave C2-C3 syn-derivatives. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10292-7