[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基)苯基][二(4-甲氧基苯基)]甲醇 | 865758-47-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: [4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基)苯基][二(4-甲氧基苯基)]甲醇
• 中文别名: 1,1-二-(4-甲氧基苯基)-1-[4-(1H,1H,2H,2H-全氟癸基)苯基]甲醇
• 英文名称: 4,4'dimethoxy-4''-[4-(1H,1H,2H,2H)-perfluorodecyl]trityl alcohol
• 英文别名: 1,1-Di-(4-methoxyphenyl)-1-[4-(1H,1H,2H,2H-perfluorodecyl)phenyl]methanol；[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]-bis(4-methoxyphenyl)methanol
• CAS: 865758-47-0
• 化学式: C₃₁H₂₃F₁₇O₃
• 分子量: 766.495
• InChiKey: WKTBNLMPYCYJER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  51
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  20

安全信息

• 危险品标志：
  Xi
• 危险标志：
  GHS07
• 危险类别码：
  R38
• 危险性描述：
  H315

反应信息

• 作为反应物：
  描述：

  [4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基)苯基][二(4-甲氧基苯基)]甲醇 在 乙酰氯 作用下， 以 环己烷 为溶剂， 反应 1.0h， 以4.08 g的产率得到1,1-二-(4-甲氧基苯基)-1-[4-(1H,1H,2H,2H-全氟癸基)苯基]氯化甲烷
  参考文献：
  名称：

  Fluorous Affinity Purification of Oligonucleotides

  摘要：

  Nucleoside phosphoramidites bearing a fluorous dimethoxytrityl (FDMT) group were used to synthesize fluorous-tagged oligonucleotides, which were subjected to solid-phase extraction using a pH-stable fluorinated adsorbent. On-column detritylation afforded the purified oligonucleotides. The fluorous affinity purification method offers one-pass loading without ammonia removal, high selectivity for the removal of failure sequences, high recoveries (typically 70-100%), and the ability to purify long oligonucleotides (e.g., 50-100-mers).

  DOI：

  10.1021/jo050795y
• 作为产物：
  描述：

  4-甲氧基苯基溴化镁 、 methyl 4-(1H,1H,2H,2H-perfluorodecyl)benzoate 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 [4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基)苯基][二(4-甲氧基苯基)]甲醇
  参考文献：
  名称：

  Fluorous Affinity Purification of Oligonucleotides

  摘要：

  Nucleoside phosphoramidites bearing a fluorous dimethoxytrityl (FDMT) group were used to synthesize fluorous-tagged oligonucleotides, which were subjected to solid-phase extraction using a pH-stable fluorinated adsorbent. On-column detritylation afforded the purified oligonucleotides. The fluorous affinity purification method offers one-pass loading without ammonia removal, high selectivity for the removal of failure sequences, high recoveries (typically 70-100%), and the ability to purify long oligonucleotides (e.g., 50-100-mers).

  DOI：

  10.1021/jo050795y

文献信息

• Fluorous oligonucleotide reagents and affinity purification of oligonucleotides
  申请人：Berry A. David

  公开号：US20060178507A1

  公开（公告）日：2006-08-10

  Fluorous-tagged oligonucleotide reagents and an oligonucleotide purification methodology making use thereof, the method comprising: Synthesizing oligonucleotides using oligonucleotide reagents each bearing at least one fluorous group to yield a mixture of synthesis products and reagents, the mixture including at least one target synthesized oligonucleotide bearing at least one fluorous group; passing the mixture through a separation medium having an affinity for the at least one fluorous group so that the target synthesized oligonucleotide bearing at least one fluorous group is adsorbed by the separation medium; washing the separation medium with at least a first solvent to selectively dissociate therefrom substantially all synthesis products and reagents of the heterogenous mixture other than the at least one target synthesized oligonucleotide bearing at least one fluorous group; and subsequently dissociating the at least one synthesized oligonucleotide from the separation medium, with or without the fluorous group.

  使用含有至少一个氟亲和基团的寡核苷酸试剂和一种利用该方法的寡核苷酸纯化方法，该方法包括：使用每个带有至少一个氟亲和基团的寡核苷酸试剂合成寡核苷酸，以产生合成产物和试剂的混合物，混合物包括至少一个带有至少一个氟亲和基团的目标合成寡核苷酸；将混合物通过具有亲和性的分离介质，使带有至少一个氟亲和基团的目标合成寡核苷酸被分离介质吸附；用至少一种溶剂洗涤分离介质，以选择性地从异质混合物中溶解除了至少一个带有至少一个氟亲和基团的目标合成寡核苷酸之外的几乎所有合成产物和试剂；随后从分离介质中解离至少一个合成寡核苷酸，带有或不带有氟亲和基团。
• Fluorous Oligonucleotide Reagents and Affinity Purification of Oligonucleotides
  申请人：Berry David A.

  公开号：US20100087634A1

  公开（公告）日：2010-04-08

  Fluorous-tagged oligonucleotide reagents and an oligonucleotide purification methodology making use thereof, the method comprising: Synthesizing oligonucleotides using oligonucleotide reagents each bearing at least one fluorous group to yield a mixture of synthesis products and reagents, the mixture including at least one target synthesized oligonucleotide bearing at least one fluorous group; passing the mixture through a separation medium having an affinity for the at least one fluorous group so that the target synthesized oligonucleotide bearing at least one fluorous group is adsorbed by the separation medium; washing the separation medium with at least a first solvent to selectively dissociate therefrom substantially all synthesis products and reagents of the heterogenous mixture other than the at least one target synthesized oligonucleotide bearing at least one fluorous group; and subsequently dissociating the at least one synthesized oligonucleotide from the separation medium, with or without the fluorous group.

  含氟标记的寡核苷酸试剂及其利用的寡核苷酸纯化方法，该方法包括：使用每个带有至少一个氟基团的寡核苷酸试剂合成寡核苷酸，以产生一种合成产物和试剂的混合物，其中包括至少一种带有至少一个氟基团的目标合成寡核苷酸；将混合物通过具有亲和力的分离介质，使带有至少一个氟基团的目标合成寡核苷酸被分离介质吸附；使用至少一种第一溶剂清洗分离介质，以选择性地分离除带有至少一个氟基团的目标合成寡核苷酸之外的异质混合物中的所有合成产物和试剂；随后将至少一个合成寡核苷酸与或不与氟基团从分离介质中解离。
• FLUOROUS OLIGONUCLEOTIDE REAGENTS AND AFFINITY PURIFICATION OF OLIGONUCLEOTIDES
  申请人：Berry & Associates , Inc.

  公开号：EP1831238A2

  公开（公告）日：2007-09-12
• [EN] FLUOROUS OLIGONUCLEOTIDE REAGENTS AND AFFINITY PURIFICATION OF OLIGONUCLEOTIDES<br/>[FR] REACTIFS OLIGONUCLEOTIDIQUES FLUORITIQUES ET PURIFICATION PAR AFFINITE D'OLIGONUCLEOTIDES
  申请人：BERRY & ASSOCIATES INC

  公开号：WO2006081035A2

  公开（公告）日：2006-08-03

  [EN] Fluorous-tagged oligonucleotide reagents and an oligonucleotide purification methodology making use thereof, the method comprising: Synthesizing oligonucleotides using oligonucleotide reagents each bearing at least one fluorous group to yield a mixture of synthesis products and reagents, the mixture including at least one target synthesized oligonucleotide bearing at least one fluorous group; passing the mixture through a separation medium having an affinity for the at least one fluorous group so that the target synthesized oligonucleotide bearing at least one fluorous group is adsorbed by the separation medium; washing the separation medium with at least a first solvent to selectively dissociate therefrom substantially all synthesis products and reagents of the heterogenous mixture other than the at least one target synthesized oligonucleotide bearing at least one fluorous group; and subsequently dissociating the at least one synthesized oligonucleotide from the separation medium, with or without the fluorous group.
  [FR] La présente invention se rapporte à des réactifs oligonucléotidiques marqués au fluor et à un procédé de purification d'oligonucléotides faisant appel à ces derniers. Le procédé selon l'invention consiste : à synthétiser des oligonucléotides à l'aide de réactifs oligonucléotidiques, dont chacun contient au moins un groupe fluoritique, afin d'obtenir un mélange de produits de synthèse et de réactifs, le mélange contenant au moins un oligonucléotide synthétisé cible portant au moins un groupe fluoritique ; à passer le mélange à travers un milieu de séparation présentant une affinité pour ledit groupe fluoritique, de façon que l'oligonucléotide synthétisé cible portant au moins un groupe fluoritique soit adsorbé par le milieu de séparation ; à laver le milieu de séparation à l'aide d'au moins un premier solvant, afin d'en dissocier sélectivement sensiblement tous les produits de synthèse et les réactifs du mélange hétérogène qui ne sont pas l'oligonucléotide synthétisé cible portant au moins un groupe fluoritique ; et à dissocier ensuite ledit oligonucléotide synthétisé cible du milieu de séparation, avec ou sans le groupe fluoritique.
• Fluorous Affinity Purification of Oligonucleotides
  作者：William H. Pearson、David A. Berry、Patrick Stoy、Kee-Yong Jung、Anthony D. Sercel

  DOI：10.1021/jo050795y

  日期：2005.9.1

  Nucleoside phosphoramidites bearing a fluorous dimethoxytrityl (FDMT) group were used to synthesize fluorous-tagged oligonucleotides, which were subjected to solid-phase extraction using a pH-stable fluorinated adsorbent. On-column detritylation afforded the purified oligonucleotides. The fluorous affinity purification method offers one-pass loading without ammonia removal, high selectivity for the removal of failure sequences, high recoveries (typically 70-100%), and the ability to purify long oligonucleotides (e.g., 50-100-mers).