benzyl 6-O-acetyl-α-D-mannopyranoside | 191546-24-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 6-O-acetyl-α-D-mannopyranoside
• 英文别名: [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methyl acetate
• CAS: 191546-24-4
• 化学式: C₁₅H₂₀O₇
• 分子量: 312.32
• InChiKey: KFCZIUTZRXZSPV-MRLBHPIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  正丁酸2,2,2-三氟乙酯 、 benzyl 6-O-acetyl-α-D-mannopyranoside 在 subtilisin 作用下， 以 丙酮 为溶剂， 生成 benzyl 3-O-butanoyl-6-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2

  摘要：

  Subtilisin-catalyzed esterification of several enantiomeric benzyl and naphthyl glycopyranosides has been investigated. The D-sugar derivatives were all good substrates and subtilisin regioselectivity was similar with all the compounds tested, the 3-OH being acylated predominantly. On the other hand, most of the L-glycopyranosides were transformed during longer reaction times with a lower regioselectivity, the 2-OH being preferentially but not exclusively acylated. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01217-4
• 作为产物：
  描述：

  甘露糖 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 6.0h， 生成 benzyl 6-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2

  摘要：

  Subtilisin-catalyzed esterification of several enantiomeric benzyl and naphthyl glycopyranosides has been investigated. The D-sugar derivatives were all good substrates and subtilisin regioselectivity was similar with all the compounds tested, the 3-OH being acylated predominantly. On the other hand, most of the L-glycopyranosides were transformed during longer reaction times with a lower regioselectivity, the 2-OH being preferentially but not exclusively acylated. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01217-4