Acetic acid (2R,3R,4S,5R,6S)-5-allyloxy-6-ethoxy-4-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester | 720694-35-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3R,4S,5R,6S)-5-allyloxy-6-ethoxy-4-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester
• CAS: 720694-35-9
• 化学式: C₁₃H₂₂O₆
• 分子量: 274.314
• InChiKey: CKUKMBMJDKSSMH-QLDMKTHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R,6S)-5-allyloxy-6-ethoxy-4-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester 在 sodium tetrahydroborate 、 乙酸酐 、 二甲基亚砜 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成
  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+) 、 camphor-10-sulfonic acid 、 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 Acetic acid (2R,3R,4S,5R,6S)-5-allyloxy-6-ethoxy-4-hydroxy-2-methyl-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