ethyl-α-D-fucopyranoside | 720694-33-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl-α-D-fucopyranoside
• 英文别名: Aethyl-α-D-fucopyranosid；ethyl α-D-fucopyranoside；(2S,3R,4S,5R,6R)-2-ethoxy-6-methyloxane-3,4,5-triol
• CAS: 720694-33-7
• 化学式: C₈H₁₆O₅
• 分子量: 192.212
• InChiKey: HRWQYCOJZMKBGI-HNEXDWKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl-α-D-fucopyranoside 在 camphor-10-sulfonic acid 、 乙酸酐 、 二甲基亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Acetic acid (2R,3S,5S,6S)-5-allyloxy-6-ethoxy-2-methyl-4-oxo-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  First preparative synthesis of a 3-acetamido-3,6-dideoxy-d-galactopyranose glycosyl donor via intramolecular cyclization of an epoxytrichloroacetimidate

  摘要：

  The preparative synthesis of a 3 -acetamido- 3,6-dideoxy -D-galactopyranose N-phenyl-trifluoroacetimidate donor has been accomplished using as key step a silica gel mediated cyclization of an epoxytrichloroacetimidate, while other more conventional routes to aminosugars failed. Test glycosylations with the N-phenyl-trifluoroacetimidate donor are also reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.065
• 作为产物：
  描述：

  D-Fucose 在 Amberlist-15 (H+) 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 ethyl-α-D-fucopyranoside
  参考文献：
  名称：

  First preparative synthesis of a 3-acetamido-3,6-dideoxy-d-galactopyranose glycosyl donor via intramolecular cyclization of an epoxytrichloroacetimidate

  摘要：

  The preparative synthesis of a 3 -acetamido- 3,6-dideoxy -D-galactopyranose N-phenyl-trifluoroacetimidate donor has been accomplished using as key step a silica gel mediated cyclization of an epoxytrichloroacetimidate, while other more conventional routes to aminosugars failed. Test glycosylations with the N-phenyl-trifluoroacetimidate donor are also reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.065

文献信息

• Kuhn; Osman, Hoppe-Seyler´s Zeitschrift für physiologische Chemie, 1956, vol. 303, p. 1,6
  作者：Kuhn、Osman

  DOI：——

  日期：——