Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{[1-p-tolyl-meth-(E)-ylidene]-amino}-tetrahydro-pyran-4-yl ester | 141988-76-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{[1-p-tolyl-meth-(E)-ylidene]-amino}-tetrahydro-pyran-4-yl ester
• CAS: 141988-76-3
• 化学式: C₂₂H₂₇NO₉
• 分子量: 449.458
• InChiKey: MIWURLMPCGRBLU-QQHOCJBTSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{[1-p-tolyl-meth-(E)-ylidene]-amino}-tetrahydro-pyran-4-yl ester 、 苯氧乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3S,4R)-2-oxo-3-phenoxy-4-p-tolyl-azetidin-1-yl)-tetrahydro-pyran-3-yl ester 、 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S)-2-oxo-3-phenoxy-4-p-tolyl-azetidin-1-yl)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Galactose-Imines in the staudinger reaction

  摘要：

  Staudinger reaction of imines 1 and 2 derived from galactose with a variety of acid chlorides resulted in the formation of two beta-lactams with cis configuration, typically in 60:40 ratio and in good yields. The beta-lactams were separated and the absolute stereochemistry of the diastereoisomers was determined by single crystal X-ray analysis and correlation of their H-1-NMR data.

  DOI：

  10.1016/0040-4039(92)88153-v