m-acetylphenyl β-D-mannopyranoside | 948297-08-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: m-acetylphenyl β-D-mannopyranoside
• 英文别名: AP-β-Man；1-[3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• CAS: 948297-08-3
• 化学式: C₁₄H₁₈O₇
• 分子量: 298.293
• InChiKey: ZZHKWSZWCXFKJP-PEBLQZBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(3-(((3a'S,4'S,5a'R,9a'R,9b'S)-hexahydrodispiro[cyclohexane-1,2'-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxine-8',1''-cyclohexan]-4'-yl)oxy)phenyl)ethan-1-one 在 水 、 溶剂黄146 作用下， 生成 m-acetylphenyl β-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of new UV-B light absorbents: (Acetylphenyl)glycosides with antioxidant activities

  摘要：

  m-Acetylphenyl-beta-D-glucopyranosides and m-acetylphenyl-alpha/beta-D-mannopyranosides were synthesized by the Koenigs-Knorr, Mitsunobu, and Helferich reactions as key glycosylation reactions, respectively. Their spectroscopic properties and antioxidative activities were characterized as potential ultraviolet B-ray absorbents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.006

文献信息

• Synthesis of new UV-B light absorbents: (Acetylphenyl)glycosides with antioxidant activities
  作者：Takashi Otani、Tetsu Tsubogo、Naoki Furukawa、Takao Saito、Katsumi Uchida、Kanako Iwama、Yuki Kanai、Hirofumi Yajima

  DOI：10.1016/j.bmcl.2008.05.006

  日期：2008.6

  m-Acetylphenyl-beta-D-glucopyranosides and m-acetylphenyl-alpha/beta-D-mannopyranosides were synthesized by the Koenigs-Knorr, Mitsunobu, and Helferich reactions as key glycosylation reactions, respectively. Their spectroscopic properties and antioxidative activities were characterized as potential ultraviolet B-ray absorbents. (C) 2008 Elsevier Ltd. All rights reserved.