6-iodo-N,N-dimethylhexanamide | 82859-41-4

• 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: 6-iodo-N,N-dimethylhexanamide
• CAS: 82859-41-4
• 化学式: C₈H₁₆INO
• 分子量: 269.126
• InChiKey: XWXLVCZNJTXNEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  2-((diethylamino)methyl)-4-tert-butyldimethylsiloxy-2-cyclopentenone 、 6-iodo-N,N-dimethylhexanamide 在 偶氮二异丁腈 、 tributylstannyllithium 作用下， 生成 7-[(3R)-3-[tert-butyl(dimethyl)silyl]oxy-5-oxocyclopenten-1-yl]-N,N-dimethylheptanamide
  参考文献：
  名称：

  Radical Addition Reactions to Allylstannanes Having Substituents at C-1. Highly Efficient Synthesis of Enantiomerically Pure .alpha.-Alkylcyclopentenones, the Key Component for Synthesis of Prostaglandins by the Two-Component Coupling Process

  摘要：

  A highly efficient and practical method for the synthesis of enantiomerically pure 4-alkoxy-2-alkyl-2-cyclopenten-1-ones 1, the key component for the preparation of prostaglandins via the two-component coupling process, has been developed. The method involves the preparation of 4-alkoxy-2-methylene-3-(tributylstannyl) cyclopentan-1-one 6 from readily available 4-alkoxy-2-[(diethylamino)methyl]-2-cyclopenten-1-one 5 and its reaction with alkyl radicals.

  DOI：

  10.1021/jo00100a010
• 作为产物：
  描述：

  6-羟基己酸 、 tris(dimethylamino)diiodophosphorane 在 六甲基磷酰三胺 作用下， 以 苯 为溶剂， 反应 12.0h， 以82%的产率得到6-iodo-N,N-dimethylhexanamide
  参考文献：
  名称：

  Haynes, Richard K.; Holden, Malcolm, Australian Journal of Chemistry, 1982, vol. 35, # 3, p. 517 - 524

  摘要：

  DOI：

文献信息

• HAYNES R. K.;HOLDEN M., AUSTRAL. J. CHEM., 1982, 35, NO 3, 517-524
  作者：HAYNES R. K.、HOLDEN M.

  DOI：——

  日期：——
• Haynes, Richard K.; Holden, Malcolm, Australian Journal of Chemistry, 1982, vol. 35, # 3, p. 517 - 524
  作者：Haynes, Richard K.、Holden, Malcolm

  DOI：——

  日期：——
• Radical Addition Reactions to Allylstannanes Having Substituents at C-1. Highly Efficient Synthesis of Enantiomerically Pure .alpha.-Alkylcyclopentenones, the Key Component for Synthesis of Prostaglandins by the Two-Component Coupling Process
  作者：Yukio Yoshida、Naoya Ono、Fumie Sato

  DOI：10.1021/jo00100a010

  日期：1994.10

  A highly efficient and practical method for the synthesis of enantiomerically pure 4-alkoxy-2-alkyl-2-cyclopenten-1-ones 1, the key component for the preparation of prostaglandins via the two-component coupling process, has been developed. The method involves the preparation of 4-alkoxy-2-methylene-3-(tributylstannyl) cyclopentan-1-one 6 from readily available 4-alkoxy-2-[(diethylamino)methyl]-2-cyclopenten-1-one 5 and its reaction with alkyl radicals.