(S)-5-(4-chlorophenyl)-2,6-dimethylene-4-tosyl-1,4-oxazepan-7-one | 1621092-33-8

• 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: (S)-5-(4-chlorophenyl)-2,6-dimethylene-4-tosyl-1,4-oxazepan-7-one
• 英文别名: (5S)-5-(4-chlorophenyl)-2,6-dimethylidene-4-(4-methylphenyl)sulfonyl-1,4-oxazepan-7-one
• CAS: 1621092-33-8
• 化学式: C₂₀H₁₈ClNO₄S
• 分子量: 403.886
• InChiKey: VVEZBOCHKXUMDU-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 2-[(S)-(4-chlorophenyl)-[(4-methylphenyl)sulfonyl-prop-2-ynylamino]methyl]prop-2-enoate 在 Au(PPh₃)Cl 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.17h， 以82%的产率得到(S)-5-(4-chlorophenyl)-2,6-dimethylene-4-tosyl-1,4-oxazepan-7-one
  参考文献：
  名称：

  Gold(I)-Catalyzed Synthesis of Optically Active 1,4-Oxazepan-7-ones

  摘要：

  Optically active seven-membered lactones, dimethyleneoxazepanones, were readily prepared in good yields from chiral beta-(N-propargylic)-amino-alpha-methylene carboxylic add tert-butyl esters in the presence of catalytic amounts of Ph3PAuCl and Cu(OTf)(2) A smooth 7-exo-dig cyclization was observed.

  DOI：

  10.1021/jo501254x

文献信息

• Gold(I)-Catalyzed Synthesis of Optically Active 1,4-Oxazepan-7-ones
  作者：Akio Kamimura、Yu Yamane、Ryuichiro Yo、Toshiyuki Tanaka、Hidemitsu Uno

  DOI：10.1021/jo501254x

  日期：2014.8.15

  Optically active seven-membered lactones, dimethyleneoxazepanones, were readily prepared in good yields from chiral beta-(N-propargylic)-amino-alpha-methylene carboxylic add tert-butyl esters in the presence of catalytic amounts of Ph3PAuCl and Cu(OTf)(2) A smooth 7-exo-dig cyclization was observed.