| 212075-72-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• CAS: 212075-72-4
• 化学式: C₁₉H₃₁NO₄Si
• 分子量: 365.545
• InChiKey: YVTSOGCGYNDGJT-WMEZAQDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  78.79
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 sodium hydroxide 、 jones' reagent 、 氢氟酸 作用下， 以 吡啶 为溶剂， 生成 (2S,3S,4R)-3-Hydroxy-2-((S)-hydroxy-phenyl-methyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Stereochemical Change in the Lewis Acid-promoted Reaction of 2-Siloxypyrrole Derived from (L)-Glutamic Acid. Synthesis of a Lactacystin Analogue

  摘要：

  In the presence of BF3 . OEt2, the reaction of (3R)-5-t-butyldimethylsiloxy-6-methyl-3-phenyl-1H-pyrrol[1,2-c]oxazole (3) with aliphatic aldehydes in ether occurred stereoselectively to give the corresponding (3R, 7aR, 1'R)-isomers (4a and 6a) as the major products, while the similar reaction with aromatic aldehydes afforded the (3R, 7aR, 1'S)-isomers (7b, 8b, and 9b) predominantly. The product (7b) from the reaction with benzaldehyde was successfully transformed to a lactacystin analogue.

  DOI：

  10.3987/com-98-8123
• 作为产物：
  描述：

  (3R,6R,7S,7aS)-7-Hydroxy-7a-((S)-hydroxy-phenyl-methyl)-6-methyl-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 在 盐酸 作用下， 以 吡啶 、 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Stereochemical Change in the Lewis Acid-promoted Reaction of 2-Siloxypyrrole Derived from (L)-Glutamic Acid. Synthesis of a Lactacystin Analogue

  摘要：

  In the presence of BF3 . OEt2, the reaction of (3R)-5-t-butyldimethylsiloxy-6-methyl-3-phenyl-1H-pyrrol[1,2-c]oxazole (3) with aliphatic aldehydes in ether occurred stereoselectively to give the corresponding (3R, 7aR, 1'R)-isomers (4a and 6a) as the major products, while the similar reaction with aromatic aldehydes afforded the (3R, 7aR, 1'S)-isomers (7b, 8b, and 9b) predominantly. The product (7b) from the reaction with benzaldehyde was successfully transformed to a lactacystin analogue.

  DOI：

  10.3987/com-98-8123