Acetic acid (2R,3R,5R)-5-azidomethyl-2-(3-methoxy-2-oxo-2H-pyridin-1-yl)-tetrahydro-furan-3-yl ester | 442533-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Acetic acid (2R,3R,5R)-5-azidomethyl-2-(3-methoxy-2-oxo-2H-pyridin-1-yl)-tetrahydro-furan-3-yl ester
• CAS: 442533-98-4
• 化学式: C₁₃H₁₆N₄O₅
• 分子量: 308.294
• InChiKey: PEFGNIXCGPZYEW-IRUJWGPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  115.52
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,5R)-5-azidomethyl-2-(3-methoxy-2-oxo-2H-pyridin-1-yl)-tetrahydro-furan-3-yl ester 在 1,3-丙二硫醇 、 水 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of base-modified dihydropacidamycins

  摘要：

  We describe in this paper the synthesis of 1,2-di-O-acetyl-5-azido-3,5-dideoxy-alpha,beta-L-arabinofuranose, a carbohydrate donor that was used for the synthesis of 1-(5'-amino-3',5'-dideoxy-alpha-L-arabinofuranosyl)uracil, the nucleoside found in dihydropacidamycin D. The carbohydrate donor was also used for the synthesis of a set of new nucleosides that were introduced in new dihydropacidamycins. These compounds were tested for biological activity, and the results showed that uracil is the only base recognized by MraY. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00100-2
• 作为产物：
  描述：

  Acetic acid (3R,4S,5S)-4-hydroxy-2-methoxy-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester 在 三甲基氯硅烷 、 sodium azide 、 硫酸 、 四氯化锡 、 溶剂黄146 、 N,N'-硫羰基二咪唑 、 六甲基二硅氮烷 作用下， 生成 Acetic acid (2R,3R,5R)-5-azidomethyl-2-(3-methoxy-2-oxo-2H-pyridin-1-yl)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis of base-modified dihydropacidamycins

  摘要：

  We describe in this paper the synthesis of 1,2-di-O-acetyl-5-azido-3,5-dideoxy-alpha,beta-L-arabinofuranose, a carbohydrate donor that was used for the synthesis of 1-(5'-amino-3',5'-dideoxy-alpha-L-arabinofuranosyl)uracil, the nucleoside found in dihydropacidamycin D. The carbohydrate donor was also used for the synthesis of a set of new nucleosides that were introduced in new dihydropacidamycins. These compounds were tested for biological activity, and the results showed that uracil is the only base recognized by MraY. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00100-2