O²,O^2'-anhydro-3-(3',5'-di-O-benzyl-α-L-arabinofuranosyl)-2,4-quinazolinedione | 343921-88-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: O²,O^2'-anhydro-3-(3',5'-di-O-benzyl-α-L-arabinofuranosyl)-2,4-quinazolinedione
• 英文别名: (11S,13S,14S,15R)-14-phenylmethoxy-13-(phenylmethoxymethyl)-12,16-dioxa-2,10-diazatetracyclo[8.6.0.03,8.011,15]hexadeca-1,3,5,7-tetraen-9-one
• CAS: 343921-88-0
• 化学式: C₂₇H₂₄N₂O₅
• 分子量: 456.498
• InChiKey: MMJQBMSMWYFHGI-SRNFOCHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  O²,O^2'-anhydro-3-(3',5'-di-O-benzyl-α-L-arabinofuranosyl)-2,4-quinazolinedione 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 168.0h， 生成
  参考文献：
  名称：

  Base-modified nucleosides from carbohydrate derived oxazolidinethiones: a five-step process

  摘要：

  Starting from unprotected carbohydrates, base-modified nucleosides could be reached in four steps through the condensation of anthranilic acid with a suitably protected sugar-derived 2-alkylthio-1,3-oxazoline. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00357-4
• 作为产物：
  描述：

  1-N,2-O-thiocarbonyl-β-L-arabinofuranosylamine 在 3 A molecular sieve 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 O²,O^2'-anhydro-3-(3',5'-di-O-benzyl-α-L-arabinofuranosyl)-2,4-quinazolinedione
  参考文献：
  名称：

  Small libraries of fused quinazolinone-sugars. Access to quinazolinedione nucleosides

  摘要：

  Unprotected carbohydrates can readily be converted into base-modified nucleosides and deoxynucleosides through a short sequence involving the condensation of anthranilic acid derivatives with a suitably protected sugar-derived 2-alkylthio-1,3-oxazoline. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.01.032

文献信息

• Small libraries of fused quinazolinone-sugars. Access to quinazolinedione nucleosides
  作者：Jolanta Girniene、Guillaume Apremont、Arnaud Tatibouët、Algirdas Sackus、Patrick Rollin

  DOI：10.1016/j.tet.2004.01.032

  日期：2004.3

  Unprotected carbohydrates can readily be converted into base-modified nucleosides and deoxynucleosides through a short sequence involving the condensation of anthranilic acid derivatives with a suitably protected sugar-derived 2-alkylthio-1,3-oxazoline. (C) 2004 Elsevier Ltd. All rights reserved.
• Base-modified nucleosides from carbohydrate derived oxazolidinethiones: a five-step process
  作者：Jolanta Girniene、David Gueyrard、Arnaud Tatibouët、Algirdas Sackus、Patrick Rollin

  DOI：10.1016/s0040-4039(01)00357-4

  日期：2001.4

  Starting from unprotected carbohydrates, base-modified nucleosides could be reached in four steps through the condensation of anthranilic acid with a suitably protected sugar-derived 2-alkylthio-1,3-oxazoline. (C) 2001 Elsevier Science Ltd. All rights reserved.