3,5-bis-O-(2,4-dichlorophenylmethyl)-1-O-methyl-2-C-methyl-D-ribofuranose | 677299-15-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-bis-O-(2,4-dichlorophenylmethyl)-1-O-methyl-2-C-methyl-D-ribofuranose
• 英文别名: (3R,4R,5R)-4-(2,4-dichlorobenzyloxy)-5-((2,4-dichlorobenzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-ol；3,5-Bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-1-O-methyl-D-ribofuranose；1-O-methyl-2-methyl-3,5-bis-O-(2,4-dichlorobenzyl)-D-ribofuranose；1-O-methyl-3,5-bis-(O-2,4-dichlorobenzyl)-2-methyl-D-ribofuranoside；(3R,4R,5R)-4-[(2,4-dichlorophenyl)methoxy]-5-[(2,4-dichlorophenyl)methoxymethyl]-2-methoxy-3-methyloxolan-3-ol
• CAS: 677299-15-9
• 化学式: C₂₁H₂₂Cl₄O₅
• 分子量: 496.215
• InChiKey: WYPCSQZGBZNWBF-WLSJHPEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-bis-O-(2,4-dichlorophenylmethyl)-1-O-methyl-2-C-methyl-D-ribofuranose 在 三乙基硅烷 、 正丁基锂 、 palladium 10% on activated carbon 、 三氟化硼乙醚 、 ammonium acetate 、 水 、 氢气 、 sodium hydride 、 pyridinium chlorochromate 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 乙腈 、 mineral oil 为溶剂， -100.0~70.0 ℃ 、413.7 kPa 条件下， 反应 79.25h， 生成 2-amino-7-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyl-tetrahydrofuran-2-yl]-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one
  参考文献：
  名称：

  Discovery and Synthesis of C-Nucleosides as Potential New Anti-HCV Agents

  摘要：

  Nucleoside analogues have long been recognized as prospects for the discovery of direct acting antivirals (DAM) to treat hepatitis C virus because they have generally exhibited cross-genotype activity and a high barrier to resistance. C-Nucleosides have the potential for improved metabolism and pharmacokinetic properties over their N-nucleoside counterparts due to the presence of a strong carbon carbon glycosidic bond and a non-natural heterocyclic base. Three 2'CMe-C-adenosine analogues and two 2'CMe-guanosine analogues were synthesized and evaluated for their these analogues were found to inhibit the NS5B polymerase, and pharmacokinetic properties demonstrating the potential of this drug anti-HCV efficacy. The nucleotide triphosphates of four of adenosine analogue 1 was discovered to have excellent class.

  DOI：

  10.1021/ml500077j
• 作为产物：
  描述：

  (4R,5R)-4-(2,4-dichlorobenzyloxy)-5-((2,4-dichlorobenzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-one 、 甲基溴化镁 在 水 作用下， 以 乙醚 为溶剂， 反应 4.5h， 生成 3,5-bis-O-(2,4-dichlorophenylmethyl)-1-O-methyl-2-C-methyl-D-ribofuranose
  参考文献：
  名称：

  5-nitro-nucleoside compounds for treating viral infections

  摘要：

  揭示了用于治疗由黄病毒科病毒引起的病毒感染的化合物、组合物和方法，例如丙型肝炎病毒。

  公开号：

  US20060111311A1

文献信息

• Oligonucleotides having modified nucleoside units
  申请人：——

  公开号：US20040014957A1

  公开（公告）日：2004-01-22

  Disclosed are oligonucleotides and oligonucleosides that include one or more modified nucleoside units. The oligonucleotides and oligonucleosides are particularly useful as antisense agents, ribozymes, aptamer, siRNA agents, probes and primers or, when hybridized to an RNA, as a substrate for RNA cleaving enzymes including RNase H and dsRNase.

  披露的是包括一个或多个修饰核苷单元的寡核苷酸和寡核苷糖。这些寡核苷酸和寡核苷糖特别适用于作为反义剂、核酶、适配体、siRNA试剂、探针和引物，或者当它们与RNA杂交时，作为包括RNase H和dsRNase的RNA切割酶的底物。
• TRICYCLIC-NUCLEOSIDE COMPOUNDS FOR TREATING VIRAL INFECTIONS
  申请人：KEICHER Jesse Daniel

  公开号：US20090048189A1

  公开（公告）日：2009-02-19

  Disclosed are tricyclic nucleoside compounds of formula (I), and methods thereof for treating viral infections mediated at least in part by a Flaviviridae family virus.

  揭示了式(I)的三环核苷化合物，以及用于治疗至少部分由黄病毒科病毒介导的病毒感染的方法。
• Tricyclic-nucleoside prodrugs for treating viral infections
  申请人：Keicher Daniel Jesse

  公开号：US20060194749A1

  公开（公告）日：2006-08-31

  Disclosed are compounds, compositions and methods for treating viral infections caused by a Flaviviridae family virus, such as hepatitis C virus.

  揭示了用于治疗由黄病毒科病毒引起的病毒感染的化合物、组合物和方法，例如丙型肝炎病毒。
• BICYCLIC NUCLEOSIDES AND NUCLEOTIDES AS THERAPEUTIC AGENTS
  申请人：Francom Paula

  公开号：US20100035836A1

  公开（公告）日：2010-02-11

  The present disclosure relates to the use and methods of manufacture of bicyclic nucleosides and nucleotides for the treatment and prevention of infectious and proliferative diseases, including microbial infections and cancer.

  本公开涉及使用和制造双环核苷和核苷酸以治疗和预防感染性和增生性疾病，包括微生物感染和癌症的方法。
• Tricyclic-nucleoside compounds for treating viral infections
  申请人：Keicher Daniel Jesse

  公开号：US20060252715A1

  公开（公告）日：2006-11-09

  Disclosed are compounds represented by formulae I, II, and III, and the compositions and methods thereof for treating viral infections caused by a Flaviviridae family virus.

  本发明涉及由公式I、II和III表示的化合物，以及其组合物和治疗由黄病毒科病毒引起的病毒感染的方法。