(3-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)phenyl)methanol | 946842-24-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (3-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)phenyl)methanol
• 英文别名: 1-(4,4'-dimethoxytrityloxymethyl)-3-(hydroxymethyl)benzene；[3-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]phenyl]methanol
• CAS: 946842-24-6
• 化学式: C₂₉H₂₈O₄
• 分子量: 440.539
• InChiKey: NBWBQOYXYSLPCK-UHFFFAOYSA-N

物化性质

• 沸点：
  584.1±50.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)phenyl)methanol 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以64%的产率得到1-[(2-cyanoethyloxy)(N,N-diisopropylamino)phosphinyloxymethyl]-3-(4,4'-dimethoxytrityloxymethyl)benzene
  参考文献：
  名称：

  Effective gene-silencing of siRNAs that contain functionalized spacer linkages within the central region

  摘要：

  包含各种功能基团的短干扰RNA在感应链的中心区域合成并进行评估。

  DOI：

  10.1039/c6ra27701b
• 作为产物：
  描述：

  间苯二甲酸二甲酯 在 4-二甲氨基吡啶 、 锂硼氢 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 40.0h， 生成 (3-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)phenyl)methanol
  参考文献：
  名称：

  AROMATIC COMPOUND, MODIFICATION CARRIER THAT USES SAME AND IS USED FOR SYNTHESIZING AN OLIGONUCLEOTIDE DERIVATIVE, OLIGONUCLEOTIDE DERIVATIVE, AND OLIGONUCLEOTIDE CONSTRUCT

  摘要：

  公开号：

  EP2511260B1

文献信息

• OLIGONUCLEOTIDE HAVING NON-NATURAL NUCLEOTIDE AT 5'-TERMINAL THEREOF
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：US20170354673A1

  公开（公告）日：2017-12-14

  An oligonucleotide having a nucleotide residue or a nucleoside residue represented by formula (I) wherein X 1 is an oxygen atom or the like, R 1 is formula (IIA) (wherein R 5A is halogen or the like, and R 6A is a hydrogen atom or the like), formula (IVA) (wherein Y 3A is a nitrogen atom or the like, and Y 4A is CH or the like), or the like, R 2 is a hydrogen atom, hydroxy, halogen, or optionally substituted lower alkoxy, and R 3 is a hydrogen atom or the like, or formula (VI) (wherein n2 is 1, 2 or 3)} at the 5′ end thereof, wherein the nucleotide residue or the nucleoside residue binds to an adjacent nucleotide residue through the oxygen atom at position 3, is provided.

  具有由式(I)表示的核苷酸残基或核苷酸残基的寡核苷酸其中X1是氧原子或类似物，R1是式(IIA)（其中R5A是卤素或类似物，而R6A是氢原子或类似物），式(IVA)（其中Y3A是氮原子或类似物，而Y4A是CH或类似物），或类似物，R2是氢原子，羟基，卤素，或可选择地取代的较低烷氧基，而R3是氢原子或类似物，或式(VI)（其中n2为1、2或3）}在其5'端，其中核苷酸残基或核苷酸残基通过位于位置3的氧原子与相邻核苷酸残基结合。
• AROMATIC COMPOUND, MODIFICATION CARRIER THAT USES SAME AND IS USED FOR SYNTHESIZING AN OLIGONUCLEOTIDE DERIVATIVE, OLIGONUCLEOTIDE DERIVATIVE, AND OLIGONUCLEOTIDE CONSTRUCT
  申请人：Kitade Yukio

  公开号：US20120245341A1

  公开（公告）日：2012-09-27

  The present invention provides an oligonucleotide derivative that enables to easily synthesize an oligonucleotide derivative chemically modified at the 3′-end with two moieties each having a benzene or pyridine structure with a few steps, an aromatic compound serving as a precursor for preparing the modification carrier for synthesizing oligonucleotide derivative, and the oligonucleotide derivative and the oligonucleotide construct using the same, that is chemically modified at the 3′-end with two moieties each having a benzene or pyridine structure, and has good permeability through a cell membrane and excellent nuclease resistance. The modification carrier for synthesizing oligonucleotide derivative, comprising a unit and a carrier carrying the unit directly or via a linker, wherein the unit is represented by the formula (a): wherein, R 1 to R 6 each independently represent hydrogen or a substituent other than hydrogen; Z 1 and Z 2 each independently represent CH or nitrogen; and X represents oxygen or sulfur.

  本发明提供了一种寡核苷酸衍生物，使得可以通过几个步骤轻松地合成在3'-端带有两个苯或吡啶结构的化学修饰寡核苷酸衍生物，还提供了作为制备修饰载体的前体的芳香化合物，以及使用相同的化学修饰在3'-端带有两个苯或吡啶结构的寡核苷酸衍生物和寡核苷酸构建物，具有良好的细胞膜渗透性和出色的核酸酶抵抗性。用于合成寡核苷酸衍生物的修饰载体包括一个单元和一个携带该单元的载体，直接或通过连接剂携带该单元，其中该单元由式（a）表示：其中，R1到R6各自独立地表示氢或不是氢的取代基；Z1和Z2各自独立地表示CH或氮；X表示氧或硫。
• Oligonucleotide having non-natural nucleotide at 5′-terminal thereof
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：US10342819B2

  公开（公告）日：2019-07-09

  An oligonucleotide having a nucleotide residue or a nucleoside residue represented by formula (I) wherein X1 is an oxygen atom or the like, R1 is formula (IIA) (wherein R5A is halogen or the like, and R6A is a hydrogen atom or the like), formula (IVA) (wherein Y3A is a nitrogen atom or the like, and Y4A is CH or the like), or the like, R2 is a hydrogen atom, hydroxy, halogen, or optionally substituted lower alkoxy, and R3 is a hydrogen atom or the like, or formula (VI) (wherein n2 is 1, 2 or 3)} at the 5′ end thereof, wherein the nucleotide residue or the nucleoside residue binds to an adjacent nucleotide residue through the oxygen atom at position 3, is provided.

  具有由式(I)代表的核苷酸残基或核苷残基的寡核苷酸其中X1是氧原子或类似物，R1是式(IIA)（其中R5A是卤素或类似物，R6A是氢原子或类似物），式(IVA)（其中Y3A是氮原子或类似物，Y4A是CH或类似物），或类似物、R2是氢原子、羟基、卤素或任选取代的低级烷氧基，R3是氢原子或类似物，或式（VI）（其中n2是1、2或3）}在其5′端，其中核苷酸残基或核苷残基通过位置3的氧原子与相邻的核苷酸残基结合。
• Synthesis of nuclease-resistant siRNAs possessing universal overhangs
  作者：Yoshihito Ueno、Yuuji Watanabe、Aya Shibata、Kayo Yoshikawa、Takashi Takano、Michinori Kohara、Yukio Kitade

  DOI：10.1016/j.bmc.2009.01.033

  日期：2009.3

  RNA interference (RNAi) induced by small interfering RNA (siRNA) has emerged as a powerful technique for the silencing of gene expression at the post-transcriptional level. It has been shown that in the RNAi machinery, the 3'-overhang region of a guide strand (an antisense strand) of siRNA is recognized by the PAZ domain in the Argonaute protein, and the 2-nucleotide (nt) 3'-overhang is accommodated into a binding pocket composed of hydrophobic amino acids in the PAZ domain. Based on this background information, we designed and synthesized siRNAs possessing aromatic compounds at their 3'-overhang regions. It was found that the modi. ed siRNAs possessing aromatic compounds are more potent than the siRNAs without the 3'-overhang regions. Further, the silencing activities of the modi. ed siRNAs are almost equal to those of normal siRNAs with natural nucleosides at their 3'-overhang regions. We also found that the siRNAs possessing the aromatic compounds at their 3'-overhang region could be used to inhibit hepatitis C virus (HCV) replication. Moreover, the RNAs with aromatic groups at their 3'-ends were more resistant to nucleolytic degradation by snake venom phosphodiesterase (SVPD) (a 3'-exonuclease) than natural RNAs. The aromatic compounds described in this report do not have functional groups capable of forming hydrogen bonds with nucleobases. Therefore, we expect that they can serve as the universal overhang units that can improve the nuclease resistance of siRNAs. (C) 2009 Elsevier Ltd. All rights reserved.
• OLIGONUCLEOTIDE HAVING A NON-NATURAL NUCLEOTIDE AT THE 5'-TERMINAL
  申请人：Kyowa Kirin Co., Ltd.

  公开号：EP3130597B1

  公开（公告）日：2021-11-10