2,3,4-Tri-O-acetyl-6-deoxy-6-iodo-α-D-mannopyranosyliodid | 50692-56-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,3,4-Tri-O-acetyl-6-deoxy-6-iodo-α-D-mannopyranosyliodid
• 英文别名: 2,3,4-tri-O-acetyl-6-deoxy-6-iodo-α-D-glucopyranosyl bromide；6-Desoxy-6-iod-2,3,4-tri-O-acetyl-α-D-glucopyranosylbromid；tri-O-acetyl-6-iodo-6-deoxy-α-D-glucopyranosyl bromide；Tri-O-acetyl-6-jod-6-desoxy-α-D-glucopyranosylbromid；2,3,4-Tri-O-acetyl-1,6-didesoxy-1-brom-6-jod-α-D-glucopyranose；Tri-O-acetyl-6-desoxy-6-jod-α-D-glucopyranosylbromid
• CAS: 50692-56-3；95464-10-1
• 化学式: C₁₂H₁₆BrIO₇
• 分子量: 479.063
• InChiKey: BWIUQMQZKOKROE-ZIQFBCGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  88.13
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2,3,4-Tri-O-acetyl-6-deoxy-6-iodo-α-D-mannopyranosyliodid 在 水 、 silver carbonate 作用下， 以 丙酮 为溶剂， 反应 0.25h， 以96.7%的产率得到2,3,4-tri-O-acetyl-6-deoxy-6-iodo-β-D-glucopyranose
  参考文献：
  名称：

  Comparative stability of 1-alkoxyalkyl α-d-glucosides in the presence of acid or α-d-glucosidase from yeast

  摘要：

  The aminated 1-alkoxyalkyl glycosides [(S)-2-amino-1-methoxyethyl] 6-amino-6-deoxy-alpha-D-glucopyranoside (3) and [(R,S)-1-ethoxyethyl] 6-amino-6-deoxy-alpha-D-glucopyranoside (4) have been synthesised and characterised. These compounds as well as [(R)-2-amino-1-methoxyethyl] alpha-D-glucopyranoside (1) prepared earlier are resistant against alpha-D-glucosidase (maltase, alpha-D-glucoside glucohydrolase, E.C. 3.2.1.20) from yeast, yet undergo hydrolysis under relatively mild acidic conditions. The kinetic parameters of the interaction with alpha-D-glucosidase and with acid were determined. The relative rates of acid hydrolysis of aminated 1-alkoxyalkyl glycosides compared with aminated ordinary glycosides suggest essential differences in the mechanism of acid-catalysed hydrolysis.

  DOI：

  10.1016/s0008-6215(00)90732-8
• 作为产物：
  描述：

  acetoxy α-D-2,3,4-triacetoxy-6-deoxy-6-iodoglucopyranoside 在 乙醚 、 氢溴酸 作用下， 生成 2,3,4-Tri-O-acetyl-6-deoxy-6-iodo-α-D-mannopyranosyliodid
  参考文献：
  名称：

  Capon et al., Journal of the Chemical Society, 1964, p. 3242,3243

  摘要：

  DOI：

文献信息

• Gyoergydeak, Zoltan; Szilagyi, Laszlo, Liebigs Annalen der Chemie, 1987, p. 235 - 242
  作者：Gyoergydeak, Zoltan、Szilagyi, Laszlo

  DOI：——

  日期：——
• Helferich; Collatz, Chemische Berichte, 1928, vol. 61, p. 1640,1643
  作者：Helferich、Collatz

  DOI：——

  日期：——
• A “Turn-on” Fluorescent Hg²⁺ Chemosensor Based on Ferrier Carbocyclization
  作者：Xing Ma、Jing Wang、Qiuli Shan、Zhuowei Tan、Guohua Wei、Dongbin Wei、Yuguo Du

  DOI：10.1021/ol2033477

  日期：2012.2.3

  A "turn-on" fluorescent chemosensor with excellent selectivity and satisfactory sensitivity on Hg2+ detection in 100% water media has been established employing a carbohydrate based Ferrier carbocyclization reaction. The probe has also presented satisfactory results for the imaging of Hg2+ ions in cells and organisms.
• Kanazawa et al., Nippon Kagaku Zasshi, 1958, vol. 79, p. 698
  作者：Kanazawa et al.

  DOI：——

  日期：——
• Helferich; Collatz, <hi>1928</hi>, vol. 61, p. 1640,1645
  作者：Helferich、Collatz

  DOI：——

  日期：——