5'-O-dimethoxytrityl-3'-O-(1-imidazolylcarbonyl)thymidine | 111462-16-9

• 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: 5'-O-dimethoxytrityl-3'-O-(1-imidazolylcarbonyl)thymidine
• 英文别名: DMTr-dT-1H-imidazole-1-carbonyl；[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] imidazole-1-carboxylate
• CAS: 111462-16-9
• 化学式: C₃₅H₃₄N₄O₈
• 分子量: 638.677
• InChiKey: ZHVWDHRCXNIBOD-OJDZSJEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  47.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  135.9
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  5'-O-dimethoxytrityl-3'-O-(1-imidazolylcarbonyl)thymidine 以 吡啶 为溶剂， 反应 42.0h， 生成
  参考文献：
  名称：

  Synthesis and characterization of a carbamate-linked oligonucleoside

  摘要：

  DOI：

  10.1016/s0040-4039(01)80978-3
• 作为产物：
  描述：

  保护胸苷 、 N,N'-羰基二咪唑 以 乙腈 为溶剂， 反应 2.0h， 生成 5'-O-dimethoxytrityl-3'-O-(1-imidazolylcarbonyl)thymidine
  参考文献：
  名称：

  在环境温度下具有更高稳定性的新型热不稳定保护基

  摘要：

  提出了增加热稳定性的新型热不稳定羟基保护基。已经确定了这些基团在不同温度范围内的稳定性。选择2-吡啶基-N-（2，4-二氟苄基）氨基乙基单元在环境温度下稳定并且在升高的温度下非常不稳定。确定了最佳组的半衰期。还证明了该化学方法在保护胸苷的不同羟基上的应用。

  DOI：

  10.1016/j.tetlet.2011.11.122

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。
• [EN] 3' PROTECTED NUCLEOTIDES<br/>[FR] NUCLÉOTIDES PROTÉGÉS EN 3'
  申请人：ROCHE DIAGNOSTICS GMBH

  公开号：WO2020131759A1

  公开（公告）日：2020-06-25

  The present disclosure provides 3' protected nucleotides, including those 3' protected nucleotides having a detectable tag. Systems and methods of sequencing nucleic acids using the 3' protected nucleotides are also disclosed, such as the sequencing of a nucleic acid using a nanopore or the sequencing of a nucleic acid via sequencing-by-synthesis.

  本公开提供了3'保护核苷酸，包括具有可检测标记的3'保护核苷酸。还公开了使用这些3'保护核苷酸进行核酸测序的系统和方法，例如使用纳米孔进行核酸测序或通过合成测序进行核酸测序。
• Synthesis of Extended Carbamate and Urea Linked Thymidine Dimers¹
  作者：Shoukath M. Ali、Peter K. Bridson

  DOI：10.1080/07328319608002452

  日期：1996.9

  Thymidine dimers with extended carbamate and urea linkages were-synthesized. The length of the linker is expected to increase flexibility and improve duplex formation after incorporation into oligomer.
• Boreskov, Yu. G.; Berlin, Yu. A., Russian Journal of Bioorganic Chemistry, 1995, vol. 21, # 10, p. 689 - 695
  作者：Boreskov, Yu. G.、Berlin, Yu. A.

  DOI：——

  日期：——
• [EN] PSEUDO SOLID PHASE PROTECTING GROUP AND METHODS FOR THE SYNTHESIS OF OLIGONUCLEOTIDES AND OLIGONUCLEOTIDE CONJUGATES<br/>[FR] GROUPE DE PROTECTION DE PSEUDO-PHASE SOLIDE ET PROCÉDÉS DE SYNTHÈSE D'OLIGONUCLÉOTIDES ET DE CONJUGUÉS D'OLIGONUCLÉOTIDES
  申请人：[en]BACHEM HOLDING AG

  公开号：WO2022214692A1

  公开（公告）日：2022-10-13

  A novel pseudo solid phase protecting group and methods for the synthesis of oligonucleotides and oligonucleotide conjugates are provided. The pseudo solid phase protecting group is represented by formula II wherein: * indicates the point of attachment to an oxygen atom of a hydroxyl moiety of the nucleoside, the nucleotide, the oligonucleotide, or of the conjugate of a nucleoside, a nucleotide or an oligonucleotide to be protected; c is 0 or 1; a is an integer of 1 to 12; R3 is H; R5 is O-R6 or H, where R6 is a C8-C40 aliphatic hydrocarbon group; each of R4 is independently O-R6, where R6 is at each occurrence independently a C8-C40 aliphatic hydrocarbon group; b is 1 to 3; with the proviso that if b is 1, at least one of R3 and R5 is not H; and with the further proviso that the sum of all carbon atoms contained in the R3, R4, and R5 moieties present is larger than 23 and smaller than 200.