N,N-diisopropyl-3-iodo-2-methylbutanamide | 175438-87-6

• 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-iodo-2-methylbutanamide
• 英文别名: Butanamide, 3-iodo-2-methyl-N,N-bis(1-methylethyl)-；3-iodo-2-methyl-N,N-di(propan-2-yl)butanamide
• CAS: 175438-87-6
• 化学式: C₁₁H₂₂INO
• 分子量: 311.206
• InChiKey: RFDQBSSQPAXXHT-UHFFFAOYSA-N

物化性质

• 沸点：
  312.5±25.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 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：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-diisopropyl-3-iodo-2-methylbutanamide 在 ruthenium trichloride sodium periodate 、 三甲基氯硅烷 、 锌 作用下， 以 1,4-二氧六环 、 四氯化碳 、 水 、 乙腈 为溶剂， 反应 88.0h， 生成 (2R*,3S*)-N,N-diisopropyl-2,3-dimethylsuccinamic acid
  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

文献信息

• Complementary diastereoselective β-acylation of α-methylbutanamide
  作者：Takashi Houkawa、Tsuyoshi Ueda、Satoshi Sakami、Morio Asaoka、Hisashi Takei

  DOI：10.1016/0040-4039(95)02344-5

  日期：1996.2

  Both the syn- and anti-diastereomers of 4-aryl-2,3-dimethyl-4-oxobutanamides were respectively synthesized in a highly diastereoselective manner.

  分别以高度非对映选择性的方式合成了4-芳基-2,3-二甲基-4-氧代丁酰胺的顺式和反式非对映异构体。
• Diastereodivergency in the reactions of 3-metallated-2-methylbutanamide
  作者：Morio Asaoka、Michiko Tanaka、Takashi Houkawa、Tsuyoshi Ueda、Satoshi Sakami、Hisashi Takei

  DOI：10.1016/s0040-4020(97)10292-7

  日期：1998.1

  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.