(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl) tetrahydrofuran-3-yl-1H-imidazole-1-carboxylate | 1357928-20-1

• 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: (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl) tetrahydrofuran-3-yl-1H-imidazole-1-carboxylate
• CAS: 1357928-20-1
• 化学式: C₃₉H₃₉N₇O₈
• 分子量: 733.781
• InChiKey: MVAKBLMWHYQJNB-DCMFLLSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  54.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  173.71
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl) tetrahydrofuran-3-yl-1H-imidazole-1-carboxylate 在 二氯乙酸 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.25h， 生成 benzyl ((((2R,3S,5R)-2-(hydroxymethyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl)oxy)carbonyl)glycinate
  参考文献：
  名称：

  [EN] GUANINE NUCLEOTIDE DERIVATIVES FOR TREATING BACTERIAL INFECTIONS
  [FR] COMPOSÉS DESTINÉS AU TRAITEMENT D'INFECTIONS BACTÉRIENNES

  摘要：

  公开号：

  WO2012017434A3
• 作为产物：
  描述：

  N2-异丁酰-5'-O-(4,4'-二甲氧基三苯基)-2'-脱氧鸟苷 、 N,N'-羰基二咪唑 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl) tetrahydrofuran-3-yl-1H-imidazole-1-carboxylate
  参考文献：
  名称：

  烷基链可溶性载体合成寡核苷酸嵌段的方法

  摘要：

  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。

  DOI：

  10.1021/acs.orglett.6b00077

文献信息

• Design, synthesis and structure–activity relationship of novel Relacin analogs as inhibitors of Rel proteins
  作者：Ezequiel Wexselblatt、Ilana Kaspy、Gad Glaser、Joshua Katzhendler、Eylon Yavin

  DOI：10.1016/j.ejmech.2013.10.036

  日期：2013.12

  Rel proteins in bacteria synthesize the signal molecules (p)ppGpp that trigger the Stringent Response, responsible for bacterial survival. Inhibiting the activity of such enzymes prevents the Stringent Response, resulting in the inactivation of long-term bacterial survival strategies, leading to bacterial cell death. Herein, we describe a series of deoxyguanosine-based analogs of the Relacin molecule that inhibit in vitro the synthetic activity of Rel proteins from Gram positive and Gram negative bacteria, providing a deeper insight on the SAR for a better understanding of their potential interactions and inhibitory activity. Among the inhibitors evaluated, compound 2d was found to be more effective and potent than our previously reported Relacin. (C) 2013 Elsevier Masson SAS. All rights reserved.
• [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.