[4S,5S,5(1R,2S,2(4R))]-4-[2-hydroxy-1-methyl-2,(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-5-methoxy-3-(3-nitrophenyl)-oxazolidin-2-one | 1245613-36-8

• 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: [4S,5S,5(1R,2S,2(4R))]-4-[2-hydroxy-1-methyl-2,(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-5-methoxy-3-(3-nitrophenyl)-oxazolidin-2-one
• 英文别名: (4S,5R)-4-[(1S,2S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-hydroxypropan-2-yl]-5-methoxy-3-(3-nitrophenyl)-1,3-oxazolidin-2-one
• CAS: 1245613-36-8
• 化学式: C₁₈H₂₄N₂O₈
• 分子量: 396.397
• InChiKey: CULNAGULBHOHEM-XEQQAGFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲醇 、 [1S,2R,3R,4S,5R]-1,2-epoxy-4,5,6-trihydroxy-5,6-O-isopropylidene-3-methyl-4-O-(3-nitrophenylcarbamoyl)-hexyl N,N-diisopropylcarbamate 在 potassium carbonate 作用下， 以65%的产率得到[4S,5S,5(1R,2S,2(4R))]-4-[2-hydroxy-1-methyl-2,(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-5-methoxy-3-(3-nitrophenyl)-oxazolidin-2-one
  参考文献：
  名称：

  Highly stereoselective De-Novo synthesis of protected 2-amino-3-C-methyl-2,3-dideoxy-d-altrose

  摘要：

  A new strategy for the stereoselective synthesis of 2-amino-2-deoxy-aldoses is described. Therefore epoxy carbamates are reacted with isocyanates to furnish urethanes, which will form the title compounds with high diastereoselectivities under basic conditions and O,O-migration of the carbamoyl group. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.101