3,3'-[(S)-2-(2-methyl-2-dioxolanyl)-1,4-dioxo-1,4-butanediyl]bis[2,2-dimethyl-(S)-4-(1-methylethyl)]oxazolidine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3'-[(S)-2-(2-methyl-2-dioxolanyl)-1,4-dioxo-1,4-butanediyl]bis[2,2-dimethyl-(S)-4-(1-methylethyl)]oxazolidine
• 英文别名: (2S)-1,4-bis[(4S)-2,2-dimethyl-4-propan-2-yl-1,3-oxazolidin-3-yl]-2-(2-methyl-1,3-dioxolan-2-yl)butane-1,4-dione
• 化学式: C₂₄H₄₂N₂O₆
• 分子量: 454.607
• InChiKey: ZFQUORWORGLBBC-GUDVDZBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-甲基-1,3-二氧戊环 、 fumaric bis<2,2-dimethyl-5(S)-isopropyl-1,3-oxazolidinide> 在 二苯甲酮 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以57.6%的产率得到3,3'-[(R)-2-(2-methyl-2-dioxolanyl)-1,4-dioxo-1,4-butanediyl]bis[2,2-dimethyl-(S)-4-(1-methylethyl)]oxazolidine
  参考文献：
  名称：

  Diastereoselective photosensitised radical addition to fumaric acid derivatives bearing oxazolidine chiral auxiliaries

  摘要：

  Various fumaric acid diamides were alkylated by reaction with photogenerated radicals. The radicals were produced either by benzophenone triplet hydrogen abstraction (from 1,3-dioxolane, 2-methyl-1,3-dioxolane and adamantane) or via photoinduced electron transfer sensitised by DCN/biphenyl from stannanes (t-BuSnPh3 and Bu4Sn). When chiral substrates were employed the reaction occurred with a good degree of stereoselectivity even when acyclic alkyl radicals were involved. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00138-5

文献信息

• Diastereoselective photosensitised radical addition to fumaric acid derivatives bearing oxazolidine chiral auxiliaries
  作者：Gigliola Campari、Maurizio Fagnoni、Mariella Mella、Angelo Albini

  DOI：10.1016/s0957-4166(00)00138-5

  日期：2000.5

  Various fumaric acid diamides were alkylated by reaction with photogenerated radicals. The radicals were produced either by benzophenone triplet hydrogen abstraction (from 1,3-dioxolane, 2-methyl-1,3-dioxolane and adamantane) or via photoinduced electron transfer sensitised by DCN/biphenyl from stannanes (t-BuSnPh3 and Bu4Sn). When chiral substrates were employed the reaction occurred with a good degree of stereoselectivity even when acyclic alkyl radicals were involved. (C) 2000 Elsevier Science Ltd. All rights reserved.