Allyl-(3-dimethylcarbamoyl-2-oxo-propyl)-carbamic acid tert-butyl ester | 871123-30-7

• 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: Allyl-(3-dimethylcarbamoyl-2-oxo-propyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[4-(dimethylamino)-2,4-dioxobutyl]-N-prop-2-enylcarbamate
• CAS: 871123-30-7
• 化学式: C₁₄H₂₄N₂O₄
• 分子量: 284.356
• InChiKey: XVUGOQMTDGOWQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Allyl-(3-dimethylcarbamoyl-2-oxo-propyl)-carbamic acid tert-butyl ester 在 双(乙腈)氯化钯(II) 氧气 、 ytterbium(III) triflate 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 9.0h， 以68%的产率得到4-Dimethylcarbamoyl-5-methyl-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles

  摘要：

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.

  DOI：

  10.1021/ol052529c
• 作为产物：
  描述：

  叔丁氧基 N-氨基甲酸丙烯 在 potassium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 Allyl-(3-dimethylcarbamoyl-2-oxo-propyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles

  摘要：

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.

  DOI：

  10.1021/ol052529c

文献信息

• Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles
  作者：Kai-Tai Yip、Jin-Heng Li、On-Yi Lee、Dan Yang

  DOI：10.1021/ol052529c

  日期：2005.12.1

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.