1-O-Acetyl-2,3,5-tri-O-benzoyl-6-deoxy-β-D-allofuranose | 72159-45-6

• 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-O-Acetyl-2,3,5-tri-O-benzoyl-6-deoxy-β-D-allofuranose
• 英文别名: O¹-acetyl-O²,O³,O⁵-tribenzoyl-6-deoxy-ξ-D-allofuranose；O¹-Acetyl-O²,O³,O⁵-tribenzoyl-6-desoxy-ξ-D-allofuranose；1-O-Acetyl-2,3,5-tri-O-benzoyl-5(R)-C-methyl-D-ribo furanose；[(2R,3R,4R)-5-acetyloxy-4-benzoyloxy-2-[(1R)-1-benzoyloxyethyl]oxolan-3-yl] benzoate
• CAS: 72159-45-6
• 化学式: C₂₉H₂₆O₉
• 分子量: 518.52
• InChiKey: YAIBLMNVMOOSKD-XKUVCPDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 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-O-Acetyl-2,3,5-tri-O-benzoyl-6-deoxy-β-D-allofuranose 在 吡啶 、 盐酸 、 三甲基氯硅烷 、 氨 、 四氯化锡 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 六甲基二硅氮烷 作用下， 以 吡啶 、 甲醇 、 环己烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.67h， 生成
  参考文献：
  名称：

  Padyukova, Nella Sh.; Smrt, Jiri, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 9, p. 2550 - 2557

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸酐 、 (2S,3R,4R,5R)-2-((S)-1-(benzoyloxy)ethyl)-5-methoxytetrahydrofuran-3,4-diyl dibenzoate 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 40.0h， 以90%的产率得到1-O-Acetyl-2,3,5-tri-O-benzoyl-6-deoxy-β-D-allofuranose
  参考文献：
  名称：

  Padyukova, Nella Sh.; Smrt, Jiri, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 9, p. 2550 - 2557

  摘要：

  DOI：

文献信息

• Synthesis of 1′-<i>C</i>-Cyano Pyrimidine Nucleosides and Characterization as HCV Polymerase Inhibitors
  作者：Thorsten A. Kirschberg、Michael Mish、Neil H. Squires、Sebastian Zonte、Evangelos Aktoudianakis、Sammy Metobo、Thomas Butler、Xie Ju、Aesop Cho、Adrian S. Ray、Choung U. Kim

  DOI：10.1080/15257770.2015.1075550

  日期：2015.11.2

  Ribose modified 1′-C-cyano pyrimidine nucleosides were synthesized. A silver triflate mediated Vorbrüggen reaction was used to generate the nucleoside scaffold and follow-up chemistry provided specific ribose modified analogs. Nucleosides and phosphoramidate prodrugs were tested for their anti-HCV activity.

  合成了核糖修饰的1'- C-氰基嘧啶核苷。使用三氟甲磺酸银介导的Vorbrüggen反应生成核苷支架，后续化学反应提供了特定的核糖修饰类似物。测试了核苷和氨基磷酸酯前药的抗HCV活性。
• 1'-SUBSTITUTED PYRIMIDINE N-NUCLEOSIDE ANALOGS FOR ANTIVIRAL TREATMENT
  申请人：Cho Aesop

  公开号：US20120263678A1

  公开（公告）日：2012-10-18

  Provided are compounds of Formula I: nucleosides, nucleoside phosphates and prodrugs thereof, wherein R 6 is CN, ethenyl, 2-haloethen-1-yl, or (C 2 -C 8 )-alkyn-1-yl. The compounds, compositions, and methods provided are useful for the treatment of Flaviviridae virus infections.

  提供的是Formula I的化合物：核苷、核苷酸磷酸酯和它们的前药，其中R6是CN、乙烯基、2-卤乙烯基或(C2-C8)-烷炔基。提供的化合物、组合物和方法对于治疗黄病毒科病毒感染是有用的。
• SUBSTITUTED NUCLEOTIDE ANALOGS
  申请人：Beigelman Leonid

  公开号：US20120070411A1

  公开（公告）日：2012-03-22

  Disclosed herein are phosphoroamidate nucleotide analogs, methods of synthesizing phosphoroamidate nucleotide analogs and methods of treating diseases and/or conditions such as viral infections, cancer, and/or parasitic diseases with the phosphoroamidate nucleotide analogs.

  本文揭示了磷酰胺核苷类似物、合成磷酰胺核苷类似物的方法以及使用磷酰胺核苷类似物治疗病毒感染、癌症和/或寄生虫病等疾病和/或病况的方法。
• Mutant purine nucleoside phosphorylase proteins and cellular delivery thereof
  申请人：Ealick E. Steven

  公开号：US20050214901A1

  公开（公告）日：2005-09-29

  A host cell stably transformed or transfected by a vector including a DNA sequence encoding for mutant purine nucleoside cleavage enzymes is provided. The transformed or transfected host cell can be used in combination with a purine substrate to treat tumour cells and/or virally infected cells. A nucleotide sequence encoding mutant E. coli derived purine nucleoside phosphorylase proteins which can be used in conjunction with an appropriate substrate to produce toxins which impair abnormal cell growth is also provided. A method is detailed for the delivery of toxin by generation withing target cells or by administration and delivery to the cells from without. Novel purine nucleosides are detailed that yield a cytotoxic purine upn enzymatic cleavage. A synthetic process for nucleosides is also detailed.

  提供了一种由载有突变嘌呤核苷酸裂解酶编码DNA序列的载体转化或转染的宿主细胞。该转化或转染的宿主细胞可与嘌呤底物结合，用于治疗肿瘤细胞和/或病毒感染的细胞。还提供了编码突变E. coli来源的嘌呤核苷酰化酶蛋白的核苷酸序列，可与适当的底物结合使用，产生有害细胞生长的毒素。详细介绍了一种通过靶细胞内生成或通过外部给药和传递给细胞的毒素递送方法。详细介绍了产生细胞毒性嘌呤核苷酶裂解产物的新型嘌呤核苷。还详细介绍了一种核苷的合成过程。
• Potential Anticancer Agents.¹ IV. Synthesis of Nucleosides Derived from 6-Deoxy-D-Allofuranose
  作者：Elmer J. Reist、Leon Goodman、Roland R. Spencer、B. R. Baker

  DOI：10.1021/ja01548a041

  日期：1958.8