piperazin-1-yl(3,4,5-tris(octadecyloxy)phenyl)methanone hydrochloride | 1380432-98-3

• 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: piperazin-1-yl(3,4,5-tris(octadecyloxy)phenyl)methanone hydrochloride
• CAS: 1380432-98-3
• 化学式: C₆₅H₁₂₂N₂O₄*ClH
• 分子量: 1032.16
• InChiKey: WLINGWYTFXWRQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.07
• 重原子数：
  72.0
• 可旋转键数：
  55.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  60.03
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  piperazin-1-yl(3,4,5-tris(octadecyloxy)phenyl)methanone hydrochloride 在 4-二甲氨基吡啶 、 lithium hydroxide monohydrate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  [EN] OLIGONUCLEOTIDES, REAGENTS AND PREPARATION THEREOF
  [FR] OLIGONUCLÉOTIDES, RÉACTIFS ET PRÉPARATION ASSOCIÉE

  摘要：

  The present disclosure describes novel reagents and processes for preparing oligonucleotides, which have two or more nucleotides. In one embodiment, the reagent is represented by Formula I' or B.

  公开号：

  WO2022103842A1
• 作为产物：
  描述：

  tert-butyl 4-(3,4,5-tris(octadecyloxy)benzoyl)piperazine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 氯仿 、 乙酸乙酯 为溶剂， 反应 16.0h， 以81%的产率得到piperazin-1-yl(3,4,5-tris(octadecyloxy)phenyl)methanone hydrochloride
  参考文献：
  名称：

  Liquid-Phase RNA Synthesis by Using Alkyl-Chain-Soluble Support

  摘要：

  AbstractRecent progress in the RNA therapeutics has increased demand for the synthesis of large quantities of oligoribonucleotides. The assembly of RNA oligomers relies mainly on solid‐phase approaches. These allow rapid product purification and the ability to drive a target reaction to completion through the use of excess reagents. Despite the known advantages of solid‐phase synthesis, some issues in the process remain to be addressed, such as low and limited scale, reagent accessibility, and the use of a very large excess of reagents. Herein, we report a highly efficient and practical method of liquid‐phase synthesis of RNA oligomers by using alkyl‐chain‐soluble support. We demonstrate the utility of the liquid‐phase method through 21‐mer RNA synthesis on a gram scale.

  DOI：

  10.1002/chem.201300655

文献信息

• Synthetic Method for Oligonucleotide Block by Using Alkyl-Chain-Soluble Support
  作者：Yuki Matsuno、Takao Shoji、Shokaku Kim、Kazuhiro Chiba

  DOI：10.1021/acs.orglett.6b00077

  日期：2016.2.19

  method for the synthesis of oligonucleotide blocks using a Cbz-type alkyl-chain-soluble support (Z-ACSS) attached to the 3′-OH group of 3′-terminal nucleosides was developed. The Z-ACSS allowed for the preparation of fully protected deoxyribo- and ribo-oligonucleotides without chromatographic purification and released dimer- to tetramer-size oligonucleotide blocks via hydrogenation using a Pd/C catalyst

  开发了使用连接到3'-末端核苷的3'-OH基团的Cbz-型烷基链可溶性载体（Z-ACSS）合成寡核苷酸嵌段的简单方法。Z-ACSS无需色谱纯化即可制备完全保护的脱氧核糖和核糖寡核苷酸，并通过使用Pd / C催化剂的氢化作用释放二聚体至四聚体大小的寡核苷酸嵌段，而保护基团（例如5'）没有明显损失或迁移-末端4,4'-二甲氧基三苯甲基，核苷酸间键上的2-氰基乙基或2'-TBS。