1-bromo-4-[5-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)pentyl]benzene | 1101254-52-7

• 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: 1-bromo-4-[5-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)pentyl]benzene
• 英文别名: 1-Bromo-4-[5-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)pentyl]benzene
• CAS: 1101254-52-7
• 化学式: C₂₁H₁₈BrF₁₇S
• 分子量: 705.317
• InChiKey: LSRSFNSDEPXOLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  1-bromo-4-[5-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)pentyl]benzene 、 (R)-(-)-N-methyl-N-methoxy(2-tert-butyldimethylsilyloxy-2-phenyl)acetamide 在 正丁基锂 、 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (2R)-1-{4-[5-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)pentyl]phenyl}-2-(tert-butyldimethylsilanyloxy)-2-phenylethanone
  参考文献：
  名称：

  An asymmetric, SmI2-mediated approach to γ-butyrolactones using a new, fluorous-tagged auxiliary

  摘要：

  A new, fluorous-tagged chiral auxiliary has been developed for the asymmetric, SmI2-mediated coupling of aldehydes and alpha,beta-unsaturated esters. gamma-Butyrolactones are obtained in moderate to good isolated yield and in high enantiomeric excess. The fluorous tag allows the auxiliary to be conveniently recovered by fluorous solid-phase extraction (FSPE) and reused. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.110
• 作为产物：
  描述：

  3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟-1-癸硫醇 、 1-bromo-4-(5-bromopentyl)benzene 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以89%的产率得到1-bromo-4-[5-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)pentyl]benzene
  参考文献：
  名称：

  An asymmetric, SmI2-mediated approach to γ-butyrolactones using a new, fluorous-tagged auxiliary

  摘要：

  A new, fluorous-tagged chiral auxiliary has been developed for the asymmetric, SmI2-mediated coupling of aldehydes and alpha,beta-unsaturated esters. gamma-Butyrolactones are obtained in moderate to good isolated yield and in high enantiomeric excess. The fluorous tag allows the auxiliary to be conveniently recovered by fluorous solid-phase extraction (FSPE) and reused. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.110

文献信息

• An asymmetric, SmI2-mediated approach to γ-butyrolactones using a new, fluorous-tagged auxiliary
  作者：Johannes C. Vogel、Rebecca Butler、David J. Procter

  DOI：10.1016/j.tet.2008.08.110

  日期：2008.12

  A new, fluorous-tagged chiral auxiliary has been developed for the asymmetric, SmI2-mediated coupling of aldehydes and alpha,beta-unsaturated esters. gamma-Butyrolactones are obtained in moderate to good isolated yield and in high enantiomeric excess. The fluorous tag allows the auxiliary to be conveniently recovered by fluorous solid-phase extraction (FSPE) and reused. (C) 2008 Elsevier Ltd. All rights reserved.