1-O-methyl-2,3,5-tri-O-benzoyl-D-arabinofuranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-O-methyl-2,3,5-tri-O-benzoyl-D-arabinofuranose
• 英文别名: methyl 2,3,5-tri-O-benzoyl-β-D-arabinofuranoside；Methyl 2,3,5-tri-O-benzoyl-beta-D-arabinofuranoside；[(2R,3R,4S,5R)-3,4-dibenzoyloxy-5-methoxyoxolan-2-yl]methyl benzoate
• 化学式: C₂₇H₂₄O₈
• 分子量: 476.483
• InChiKey: XJKNQPQTQXKNOC-IQXSCUCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-O-methyl-2,3,5-tri-O-benzoyl-D-arabinofuranose 在 sodium methylate 、 乙酸酐 、 四氯化锡 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 3-(β-D-arabinofuranosyl)uracil
  参考文献：
  名称：

  Synthesis and PMR specta of α- and β-D-arabinofuranosyluracils

  摘要：

  DOI：

  10.1007/bf00630658
• 作为产物：
  描述：

  D-arabinofuranose 在 吡啶 、 乙酰氯 作用下， 生成 1-O-methyl-2,3,5-tri-O-benzoyl-D-arabinofuranose
  参考文献：
  名称：

  Facile Synthesis of β- and α-Arabinofuranosides and Application to Cell Wall Motifs of M. tuberculosis

  摘要：

  Propargyl 1,2-orthoesters of arabinose are exploited for the synthesis of 1,2-trans furanosides; easily accessible 1,2-trans ribofuranosides are converted to challenging 1,2-cis-arabinofuranosides by oxidoreduction. Utility of these protocols was demonstrated by the successful synthesis of major structural motifs present in the cell surface of Mycobacterium tuberculosis. Key furanosylations were carried out under gold-catalyzed glycosidation conditions.

  DOI：

  10.1021/ol400931p

文献信息

• Preparation of the tri-arabino di-mycolate fragment of mycobacterial arabinogalactan from defined synthetic mycolic acids
  作者：Mohsin O. Mohammed、Juma'a R. Al Dulayymi、Mark S. Baird

  DOI：10.1016/j.carres.2016.11.006

  日期：2017.1

  An efficient synthetic approach to tri-arabino di-mycolates, using structurally defined synthetic alpha-, keto and methoxy mycolic acids is described.

  描述了一种有效的合成方法，使用结构上定义的合成α-，酮和甲氧基霉菌酸合成三阿拉伯糖基二霉菌酸酯。
• [EN] MODIFIED OLIGOMERIC COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS OLIGOMÈRES MODIFIÉS ET LEURS UTILISATIONS
  申请人：IONIS PHARMACEUTICALS INC

  公开号：WO2021030763A1

  公开（公告）日：2021-02-18

  The present disclosure provides oligomeric compounds comprising a modified oligonucleotide having at least one stereo-non-standard nucleoside. An oligomeric compound comprising a modified oligonucleotide consisting of 12-30 linked nucleosides, wherein at least one nucleoside of the modified oligonucleotide is a stereo-non-standard nucleoside; and wherein the oligomeric compound is selected from among an RNAi compound, a modified CRISPR compound, and an artificial mRNA compound.

  本公开提供了包含至少一种立体非标准核苷酸的修饰寡核苷酸的寡聚化合物。包括由12-30个连接的核苷酸组成的修饰寡核苷酸的寡聚化合物，其中修饰寡核苷酸的至少一个核苷酸是立体非标准核苷酸；且所述寡聚化合物选自RNAi化合物、修饰CRISPR化合物和人工mRNA化合物。
• Facile Synthesis of β- and α-Arabinofuranosides and Application to Cell Wall Motifs of <i>M. tuberculosis</i>
  作者：Shivaji A. Thadke、Bijoyananda Mishra、Srinivas Hotha

  DOI：10.1021/ol400931p

  日期：2013.5.17

  Propargyl 1,2-orthoesters of arabinose are exploited for the synthesis of 1,2-trans furanosides; easily accessible 1,2-trans ribofuranosides are converted to challenging 1,2-cis-arabinofuranosides by oxidoreduction. Utility of these protocols was demonstrated by the successful synthesis of major structural motifs present in the cell surface of Mycobacterium tuberculosis. Key furanosylations were carried out under gold-catalyzed glycosidation conditions.
• Synthesis and PMR specta of α- and β-D-arabinofuranosyluracils
  作者：L. V. Spirikhin、A. G. Mustafin、R. R. Gataullin、V. S. Sultanova、G. A. Tolstikov、I. B. Abdrakhmanov

  DOI：10.1007/bf00630658

  日期：1992.9