(3'R,4S)-5,5-di(2-methoxy-5-methylphenyl)-3-{3-[dimethyl(phenyl)silyl]-4-methoxycarbonyl-1-oxobutyl}-4-isopropyloxazolidin-2-one | 1130246-95-5

• 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: (3'R,4S)-5,5-di(2-methoxy-5-methylphenyl)-3-{3-[dimethyl(phenyl)silyl]-4-methoxycarbonyl-1-oxobutyl}-4-isopropyloxazolidin-2-one
• 英文别名: methyl (3R)-5-[(4S)-5,5-bis(2-methoxy-5-methylphenyl)-2-oxo-4-propan-2-yl-1,3-oxazolidin-3-yl]-3-[dimethyl(phenyl)silyl]-5-oxopentanoate
• CAS: 1130246-95-5
• 化学式: C₃₆H₄₅NO₇Si
• 分子量: 631.841
• InChiKey: SSNAZANBEIGOES-YJNPBZNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.51
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 (R)-3-(dimethyl(phenyl)silyl)-5-((S)-4-isopropyl-5,5-bis(2-methoxy-5-methylphenyl)-2-oxooxazolidin-3-yl)-5-oxopentanoic acid 以 乙醚 为溶剂， 以1.32 g的产率得到(3'R,4S)-5,5-di(2-methoxy-5-methylphenyl)-3-{3-[dimethyl(phenyl)silyl]-4-methoxycarbonyl-1-oxobutyl}-4-isopropyloxazolidin-2-one
  参考文献：
  名称：

  An efficient asymmetric desymmetrization of prochiral glutaric anhydrides with SuperQuat chiral oxazolidin-2-ones

  摘要：

  The asymmetric desymmetrization of 3-substituted glutaric anhydrides 1 bearing silyl, aryl and alkyl groups with the lithium salt of chiral oxazolidin-2-ones has been studied. The effects of the substituents at the 4- and 5-positions of the oxazolidin-2-ones on the diastereoselectivity of the anhydride opening were studied in detail. A SuperQuat chiral oxazolidin-2-one 2e with 5,5-diaryl substituents showed optimum selectivity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.12.010

文献信息

• An efficient asymmetric desymmetrization of prochiral glutaric anhydrides with SuperQuat chiral oxazolidin-2-ones
  作者：Narendra Chaubey、Sonali M. Date、Sunil K. Ghosh

  DOI：10.1016/j.tetasy.2008.12.010

  日期：2008.12

  The asymmetric desymmetrization of 3-substituted glutaric anhydrides 1 bearing silyl, aryl and alkyl groups with the lithium salt of chiral oxazolidin-2-ones has been studied. The effects of the substituents at the 4- and 5-positions of the oxazolidin-2-ones on the diastereoselectivity of the anhydride opening were studied in detail. A SuperQuat chiral oxazolidin-2-one 2e with 5,5-diaryl substituents showed optimum selectivity. (C) 2008 Elsevier Ltd. All rights reserved.