methyl 4-[(E)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-enyl]benzoate | 495388-44-8

• 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: methyl 4-[(E)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-enyl]benzoate
• CAS: 495388-44-8
• 化学式: C₁₈H₉F₁₇O₂
• 分子量: 580.241
• InChiKey: OXKWMDGPGGVFEZ-VOTSOKGWSA-N

物化性质

• 沸点：
  347.9±42.0 °C(Predicted)
• 密度：
  1.539±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  methyl 4-[(E)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-enyl]benzoate 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 以 乙醚 为溶剂， 反应 5.0h， 生成 4-十七氟癸基苄醇
  参考文献：
  名称：

  Use of benzyloxycarbonyl (Z)-based fluorophilic tagging reagents in the purification of synthetic peptides

  摘要：

  Three novel fluorous reagents (i.e. 1-3), derived from benzyl chloroformate (Z-Cl), have been synthesized and used for the tagging of peptides prepared following a Fmoc-based solid-phase approach. It is shown that the implementation of a benzyloxycarbonyl (Z)-based fluorophilic tag facilitates purification of peptides using fluorous reverse phase chromatography. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01723-9
• 作为产物：
  描述：

  对溴苯甲酸甲酯 、 1H,1H,2H-全氟-1-癸烯 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以72%的产率得到methyl 4-[(E)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-enyl]benzoate
  参考文献：
  名称：

  Use of benzyloxycarbonyl (Z)-based fluorophilic tagging reagents in the purification of synthetic peptides

  摘要：

  Three novel fluorous reagents (i.e. 1-3), derived from benzyl chloroformate (Z-Cl), have been synthesized and used for the tagging of peptides prepared following a Fmoc-based solid-phase approach. It is shown that the implementation of a benzyloxycarbonyl (Z)-based fluorophilic tag facilitates purification of peptides using fluorous reverse phase chromatography. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01723-9

文献信息

• Use of benzyloxycarbonyl (Z)-based fluorophilic tagging reagents in the purification of synthetic peptides
  作者：Dmitri V. Filippov、Dirk J. van Zoelen、Steven P. Oldfield、Gijs A. van der Marel、Herman S. Overkleeft、Jan W. Drijfhout、Jacques H. van Boom

  DOI：10.1016/s0040-4039(02)01723-9

  日期：2002.10

  Three novel fluorous reagents (i.e. 1-3), derived from benzyl chloroformate (Z-Cl), have been synthesized and used for the tagging of peptides prepared following a Fmoc-based solid-phase approach. It is shown that the implementation of a benzyloxycarbonyl (Z)-based fluorophilic tag facilitates purification of peptides using fluorous reverse phase chromatography. (C) 2002 Elsevier Science Ltd. All rights reserved.