1,2,3,5-Tetra-O-benzoyl-2-C-methyl-α(β)-D-ribofuranose

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,3,5-Tetra-O-benzoyl-2-C-methyl-α(β)-D-ribofuranose
• 英文别名: [(2R,3R)-3,4,5-tribenzoyloxy-4-methyloxolan-2-yl]methyl benzoate
• 化学式: C₃₄H₂₈O₉
• 分子量: 580.591
• InChiKey: QJZSLTLDMBDKOU-ULCQYYMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,2,3,5-Tetra-O-benzoyl-2-C-methyl-α(β)-D-ribofuranose 在 甲醇 、 氨 、 四氯化锡 、 牛血清白蛋白 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 2’-C-甲基尿苷
  参考文献：
  名称：

  2′-C-Alkylribonucleosides: Design, Synthesis, and Conformation

  摘要：

  Certain 2'-C-alkylribonucleotides have been designed as potential mechanism-based inactivators of ribonucleotide reductases. A short, flexible route toward the corresponding nucleosides and NMR evidence concerning their preferred solution conformations are discussed.

  DOI：

  10.1080/07328319708006205
• 作为产物：
  描述：

  1,3,5-三苯甲酰基-D-呋喃核糖 在 4-二甲氨基吡啶 、 四氯化钛 、 magnesium sulfate 、 戴斯-马丁氧化剂 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1,2,3,5-Tetra-O-benzoyl-2-C-methyl-α(β)-D-ribofuranose
  参考文献：
  名称：

  A concise synthesis of 2′-c-methylribonucleosides

  摘要：

  2'-C-Methylribonucleosides were synthesized in five steps from commercially available 1,3,5-tri-O-benzoyl-alpha-D-ribose with good overall yields.

  DOI：

  10.1016/0040-4039(95)01635-u

文献信息

• 2'-C-methyl-3'-O-L-valine ester ribofuranosyl cytidine for treatment of flaviviridae infections
  申请人：Sommadossi Jean-Pierre

  公开号：US20070275883A1

  公开（公告）日：2007-11-29

  The 3′-L-valine ester of β-D-2′-C-methyl-ribofuranosyl cytidine provides superior results against flaviviruses and pestiviruses, including hepatitis C virus. Based on this discovery, compounds, compositions, methods and uses are provided for the treatment of flaviviridae, including HCV, that include the administration of an effective amount of val-mCyd or its salt, ester, prodrug or derivative, optionally in a pharmaceutically acceptable carrier. In an alternative embodiment, val-mCyd is used to treat any virus that replicates through an RNA-dependent RNA polymerase.

  β-D-2′-C-甲基核糖苷鸟苷的3'-L-缬氨酸酯对黄病毒和猪瘟病毒，包括丙型肝炎病毒，提供了更优越的效果。基于这一发现，提供了化合物、组合物、方法和用途，用于治疗黄病毒科病毒，包括HCV，其中包括在医药上可接受的载体中投与有效量的缬氨酸酯-甲基核糖苷鸟苷或其盐、酯、前药或衍生物。在另一实施方式中，缬氨酸酯-甲基核糖苷鸟苷用于治疗通过RNA依赖性RNA聚合酶复制的任何病毒。
• 2' and 3'-nucleoside prodrugs for treating Flaviviridae infections
  申请人：LaColla Paola

  公开号：US20070015905A1

  公开（公告）日：2007-01-18

  2′ and 3′-Prodrugs of 1′, 2′, 3′ or 4′-branched β-D or β-L nucleosides, or their pharmaceutically acceptable salts and derivatives are described, which are useful in the prevention and treatment of Flaviviridae infections and other related conditions. These modified nucleosides provide superior results against flaviviruses and pestiviruses, including hepatitis C virus and viruses generally that replicate through an RNA dependent RNA reverse transcriptase. Compounds, compositions, methods and uses are provided for the treatment of Flaviviridae infection, including HCV infection, that include the administration of an effective amount of the prodrugs of the present invention, or their pharmaceutically acceptable salts or derivatives. These drugs may optionally be administered in combination or alteration with further anti-viral agents to prevent or treat Flaviviridae infections and other related conditions.

  本文描述了1′、2′、3′或4′-支链β-D或β-L核苷的2′和3′-前药，或其药学上可接受的盐和衍生物，这些前药对于预防和治疗黄病毒科感染和其他相关疾病非常有用。这些改良核苷对黄病毒和猪瘟病毒，包括丙型肝炎病毒和一般通过RNA依赖性RNA逆转录酶复制的病毒，提供了优越的效果。本发明提供了化合物、组合物、方法和用于治疗黄病毒科感染，包括HCV感染的用于管理本发明的前药或其药学上可接受的盐或衍生物的有效量的用途。这些药物可以选择与其他抗病毒药物组合或交替使用，以预防或治疗黄病毒科感染和其他相关疾病。
• 3,5-Disubstituted and 3,5,7-Trisubstituted-3H-Oxazolo and 3H-Thiazolo[4,5-d]pyrimidin-2-one Compounds and Prodrugs Thereof
  申请人：Webber Stephen E.

  公开号：US20130259831A1

  公开（公告）日：2013-10-03

  The invention is directed to 3,5-disubstituted and 3,5,7-trisubstituted-3H-oxazolo and 3H-thiazolo[4,5-d]pyrimidin-2-one compounds and prodrugs thereof that have immunomodulatory activity. The invention is also directed to the therapeutic or prophylactic use of such compounds and pharmaceutical compositions containing them, and to methods of treating diseases and disorders described herein, by administering effective amounts of such compounds and prodrugs.

  该发明涉及具有免疫调节活性的3,5-二取代和3,5,7-三取代-3H-噁唑并[4,5-d]嘧啶-2-酮化合物及其前药。该发明还涉及使用这些化合物的治疗或预防用途，以及含有它们的制药组合物，以及通过给予这些化合物和前药的有效量来治疗本文所述的疾病和障碍的方法。
• US7582618B2
  申请人：——

  公开号：US7582618B2

  公开（公告）日：2009-09-01
• US7662798B2
  申请人：——

  公开号：US7662798B2

  公开（公告）日：2010-02-16