t-butyl 2-O-acetyl-4-fluoro-3,4-dideoxy-L-tetronate | 286856-68-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: t-butyl 2-O-acetyl-4-fluoro-3,4-dideoxy-L-tetronate
• 英文别名: tert-butyl (2S)-2-acetyloxy-4-fluorobutanoate
• CAS: 286856-68-6
• 化学式: C₁₀H₁₇FO₄
• 分子量: 220.241
• InChiKey: IHOSHTDBPKVIHA-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  t-butyl 2-O-acetyl-4-fluoro-3,4-dideoxy-L-tetronate 在 三氟乙酸 作用下， 反应 4.0h， 生成 3,4-dideoxy-4-fluoro-L-glycero-tetronic acid
  参考文献：
  名称：

  Syntheses of fluorinated ligands to probe binding of antigenic determinants of Vibrio cholerae O:1, serotypes Inaba and Ogawa, to antibodies

  摘要：

  Derivatives of methyl alpha-glycosides of antigenic determinants of Vibrio cholerae O:1, serotypes Inaba and Ogawa, specifically Fluorinated at position 2' or 4' have been synthesized by coupling the appropriately fluorinated derivatives of 3-deoxy-L-glycero-tetronic acid with the methyl oc-glycosides of perosamine. The compound having the fluorine atom at position 2 was obtained by electrophilic addition of fluorine to the glycal derived from the parent antigenic determinant, serotypes Inaba, using Selectfluor(TM) as a fluorination reagent. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00505-4
• 作为产物：
  描述：

  (S)-2-Phenyl-[1,3]dioxane-4-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 吡啶 、 三乙基硅烷 、 氢气 、 三乙胺 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 t-butyl 2-O-acetyl-4-fluoro-3,4-dideoxy-L-tetronate
  参考文献：
  名称：

  Syntheses of fluorinated ligands to probe binding of antigenic determinants of Vibrio cholerae O:1, serotypes Inaba and Ogawa, to antibodies

  摘要：

  Derivatives of methyl alpha-glycosides of antigenic determinants of Vibrio cholerae O:1, serotypes Inaba and Ogawa, specifically Fluorinated at position 2' or 4' have been synthesized by coupling the appropriately fluorinated derivatives of 3-deoxy-L-glycero-tetronic acid with the methyl oc-glycosides of perosamine. The compound having the fluorine atom at position 2 was obtained by electrophilic addition of fluorine to the glycal derived from the parent antigenic determinant, serotypes Inaba, using Selectfluor(TM) as a fluorination reagent. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00505-4