O²,O³,O⁵-Tribenzoyl-D-ribose | 55797-81-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: O²,O³,O⁵-Tribenzoyl-D-ribose
• 英文别名: 2,3,5-tri-O-benzoylribose；[(2R,3R,4R)-3,4-dibenzoyloxy-2-hydroxy-5-oxopentyl] benzoate
• CAS: 55797-81-4
• 化学式: C₂₆H₂₂O₈
• 分子量: 462.456
• InChiKey: SJWXZGGHDTWCMU-XPWALMASSA-N

物化性质

• 沸点：
  673.2±55.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  O²,O³,O⁵-Tribenzoyl-D-ribose 在 二氯甲烷 、 氢溴酸 、 溶剂黄146 作用下， 生成 O3,O5-dibenzoyl-α-D-ribofuranosyl bromide
  参考文献：
  名称：

  Preparation and Properties of 3,5-Di-O-benzoyl-1,2-O-(1-hydroxybenzylidene) -α-D-ribose, an Orthobenzoic Acid Derivative of D-Ribofuranose

  摘要：

  DOI：

  10.1021/ja01635a060
• 作为产物：
  描述：

  D-核糖 在 吡啶 、 盐酸 、 palladium on activated charcoal 、 乙酸乙酯 作用下， 生成 O²,O³,O⁵-Tribenzoyl-D-ribose
  参考文献：
  名称：

  New Benzoyl Derivatives of D-Ribofuranose and aldehydo-D-Ribose. The Preparation of Crystalline 2,3,5-Tri-O-benzoyl-β-D-ribose from D-Ribose¹

  摘要：

  DOI：

  10.1021/ja01632a038

文献信息

• Process for the synthesis of 2' -O-substituted pyrimidines and oligomeric compounds therefrom
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US20030050454A1

  公开（公告）日：2003-03-13

  oligonucleotide analogs are disclosed having pyrimidine monomeric sub-units therein that are modified at the 2′ and 5′ positions. Monomeric sub-units having these modifications may be further modified at the 2′ position. Improved processes for the synthesis of 2′-O-substituted pyrimidine nucleosides are also provided. The processes feature alkylation of a 2,2′-anhydropyrimidine nucleoside or a 2S,2′-anhydropyrimidine nucleoside with a weak nucleophile in the presence of a Lewis acid.

  本文披露了含有嘧啶单体亚基的寡核苷酸类似物，其在2'和5'位置进行了修饰。具有这些修饰的单体亚基可以进一步在2'位置进行修饰。还提供了改进的2'-O-取代嘧啶核苷合成过程。该过程采用弱亲核试剂在Lewis酸存在下与2,2'-脱水嘧啶核苷或2S,2'-脱水嘧啶核苷烷基化的方法。
• Processes for the synthesis of 2'-O-substituted pyrimidines and oligomeric compounds therefrom
  申请人：Cook Dan Phillip

  公开号：US20050059815A1

  公开（公告）日：2005-03-17

  Oligonucleotide analogs are disclosed having pyrimidine monomeric sub-units therein that are modified at eh 2′ and 5′ positions. Monomeric sub-units having these modifications may be further modified at the 2′ position. Improved processes for the synthesis of 2′-O-substituted pyrimidine nucleosides are also provided. The processes feature alkylation of a 2,2′-anhydropyrimidine nucleoside or a 2S,2′-anhydropyrimidine nucleoside with a weak nucleophile in the presence of a Lewis acid.

  本文揭示了含有嘧啶单体亚基的寡核苷酸类似物，其在2'和5'位置被修饰。具有这些修饰的单体亚基可以在2'位置进一步修饰。还提供了改进的2'-O-取代嘧啶核苷的合成过程。该过程特点是在Lewis酸存在下，使用弱亲核试剂烷基化2,2'-苯并嘧啶核苷或2S,2'-苯并嘧啶核苷。
• Process For The Synthesis Of 2'-O-Substituted Pyrimidines And Oligomeric Compounds Therefrom
  申请人：Cook Dan Phillip

  公开号：US20070232798A1

  公开（公告）日：2007-10-04

  Oligonucleotide analogs are disclosed having pyrimidine monomeric sub-units therein that are modified at the 2′ and 5′ positions. Monomeric sub-units having these modifications may be further modified at the 2′ position. Improved processes for the synthesis of 2′-O-substituted pyrimidine nucleosides are also provided. The processes feature alkylation of a 2,2′-anhydropyrimidine nucleoside or a 2S,2′-anhydropyrimidine nucleoside with a weak nucleophile in the presence of a Lewis acid.

  本发明揭示了含有嘧啶单体亚单位的寡核苷酸类似物，其在2'和5'位置进行了修饰。具有这些修饰的单体亚单位可以在2'位置进一步修饰。还提供了改进的合成2'-O-取代嘧啶核苷的过程。该过程的特点是在弱亲核试剂存在下，与Lewis酸一起烷基化2,2'-无水嘧啶核苷或2S,2'-无水嘧啶核苷。
• INTERMEDIATE FOR SYNTHESIS OF 1-(2-DEOXY-2-FLUORO-4-THIO-beta-D-ARABINOFURANOSYL) CYTOSINE, INTERMEDIATE FOR SYNTHESIS OF THIONUCLEOSIDE, AND METHODS FOR PRODUCING THESE INTERMEDIATES
  申请人：FUJIFILM Corporation

  公开号：EP2883866A1

  公开（公告）日：2015-06-17

  A compound represented by a formula [ID] as shown below (wherein R1A, R1B, R2A, R2B, R3A and R3B represent a hydrogen atom, an optionally substituted C1-6 alkyl group, and the like) is useful as an intermediate for producing a thionucleoside, and the production method of the present invention is useful as a method for producing a thionucleoside.

  由下式[ID]表示的化合物（其中 R1A、R1B、R2A、R2B、R3A 和 R3B 代表氢原子、任选取代的 C1-6 烷基等）可用作生产硫代核苷的中间体，本发明的生产方法可用作生产硫代核苷的方法。
• 1,5-Anhydro-β-D-ribofuranose and the “Monoacetone Anhydroriboses” of Levene and Stiller
  作者：Erik Vis、Hewitt G. Fletcher

  DOI：10.1021/ja01562a040

  日期：1957.3