(R)-6-methanesulfonyloxymethyl-2-methylenmorpholin-3-one | 1099828-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (R)-6-methanesulfonyloxymethyl-2-methylenmorpholin-3-one
• 英文别名: [(2R)-6-methylidene-5-oxomorpholin-2-yl]methyl methanesulfonate
• CAS: 1099828-24-6
• 化学式: C₇H₁₁NO₅S
• 分子量: 221.234
• InChiKey: CVHBKSPWAFTWQN-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (6R)-2,6-bis(methanesulfonyloxymethyl)morpholin-3-one 、 甲胺 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 以34%的产率得到(R)-6-methanesulfonyloxymethyl-2-methylenmorpholin-3-one
  参考文献：
  名称：

  A Flexible Route to Chiral 2-endo-Substituted 9-Oxabispidines and Their Application in the Enantioselective Oxidation of Secondary Alcohols

  摘要：

  A new and flexible route to enantiomerically pure bi- and tricyclic 9-oxabispidines has been developed with use of (1R,5S)-7-methyl-2-oxo-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester as the common late-stage intermediate. The 9-oxabispidines synthesized were evaluated as the chiral ligands in the Pd(II)-catalyzed oxidative kinetic resolution of secondary alcohols giving good to excellent selectivity factors of up to 19.

  DOI：

  10.1021/jo802409x

文献信息

• A Flexible Route to Chiral 2-<i>endo</i>-Substituted 9-Oxabispidines and Their Application in the Enantioselective Oxidation of Secondary Alcohols
  作者：Matthias Breuning、Melanie Steiner、Christian Mehler、Alexander Paasche、David Hein

  DOI：10.1021/jo802409x

  日期：2009.2.6

  A new and flexible route to enantiomerically pure bi- and tricyclic 9-oxabispidines has been developed with use of (1R,5S)-7-methyl-2-oxo-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester as the common late-stage intermediate. The 9-oxabispidines synthesized were evaluated as the chiral ligands in the Pd(II)-catalyzed oxidative kinetic resolution of secondary alcohols giving good to excellent selectivity factors of up to 19.