(+/-)-8-methylnona-1,7-dien-5-yl 4-nitrophenylsulfonylcarbamate | 1185060-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+/-)-8-methylnona-1,7-dien-5-yl 4-nitrophenylsulfonylcarbamate
• CAS: 1185060-11-0
• 化学式: C₁₇H₂₂N₂O₆S
• 分子量: 382.437
• InChiKey: VIZQZGZRGRGRNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  115.61
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (+/-)-8-methylnona-1,7-dien-5-yl 4-nitrophenylsulfonylcarbamate 在 Pd[1,2-bis(phenylsulfinyl)ethane](OAc)2 、 (meso)-1,2-bis(phenylsulfinyl)ethane 、 氧气 、 苯基-P-苯醌 、 对硝基苯甲酸 作用下， 以 1,2-二氯乙烷 为溶剂， 以52%的产率得到(+/-)-(4R,6R)-6-(3-methylbut-2-enyl)-3-(4-nitrophenylsulfonyl)-4-vinyl-1,3-oxazinan-2-one
  参考文献：
  名称：

  Allylic C−H Amination for the Preparation of syn-1,3-Amino Alcohol Motifs

  摘要：

  A highly selective and general Pd/sulfoxide-catalyzed allylic C-H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophiles that are thought to promote functionalization by furnishing higher concentrations of anionic species in situ. The reaction is shown to be orthogonal to classical C-C bond-forming/-reduction sequences as well as nitrene-based C-H amination methods.

  DOI：

  10.1021/ja9054959
• 作为产物：
  描述：

  4-nitrobenzenesulfonyl isocyanate 、 8-methyl-nona-1,7-dien-5-ol 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (+/-)-8-methylnona-1,7-dien-5-yl 4-nitrophenylsulfonylcarbamate
  参考文献：
  名称：

  Allylic C−H Amination for the Preparation of syn-1,3-Amino Alcohol Motifs

  摘要：

  A highly selective and general Pd/sulfoxide-catalyzed allylic C-H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophiles that are thought to promote functionalization by furnishing higher concentrations of anionic species in situ. The reaction is shown to be orthogonal to classical C-C bond-forming/-reduction sequences as well as nitrene-based C-H amination methods.

  DOI：

  10.1021/ja9054959