2,2,2-Trifluoroethyl 2,3,4,6-tetra-O-benzylglucopyranoside | 141564-17-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,2-Trifluoroethyl 2,3,4,6-tetra-O-benzylglucopyranoside
• 英文别名: (2R,3R,4S,5R)-3,4,5-tris(phenylmethoxy)-2-(phenylmethoxymethyl)-6-(2,2,2-trifluoroethoxy)oxane
• CAS: 141564-17-2；141564-18-3
• 化学式: C₃₆H₃₇F₃O₆
• 分子量: 622.681
• InChiKey: HKEHLFAPILAUPO-BMURFIBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  45
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,2,2-三氟乙醇 、 (5R,6R,7S,8R)-6,7,8-三(苄氧基)-5-[(苄氧基)甲基]-4-氧杂-1,2-二氮杂螺[2.5]辛-1-烯 在 吡啶 作用下， 以 乙腈 为溶剂， 生成 2,2,2-Trifluoroethyl 2,3,4,6-tetra-O-benzylglucopyranoside
  参考文献：
  名称：

  A laser flash photolysis derived study of a glycosylidene carbene

  摘要：

  Laser flash photolysis of a glycosylidene-derived diazirine produces the corresponding carbene. The carbene can be intercepted with pyridine to form an ylide. The absolute rate constants for the reaction of the glycosylidene carbene with alcohols can be obtained by monitoring the absolute rate of formation of the pyridinium ylide. The kinetic data favors a mechanism involving a proton transfer from the alcohol to the carbene.

  DOI：

  10.1021/jo00015a031

文献信息

• VASELLA, ANDREA;BRINER, KARIN;SOUNDARARAJAN, N.;PLATZ, MATTHEW S., J. ORG. CHEM., 56,(1991) N5, C. 4741-4744
  作者：VASELLA, ANDREA、BRINER, KARIN、SOUNDARARAJAN, N.、PLATZ, MATTHEW S.

  DOI：——

  日期：——
• A laser flash photolysis derived study of a glycosylidene carbene
  作者：Andrea Vasella、Karin Briner、N. Soundararajan、Matthew S. Platz

  DOI：10.1021/jo00015a031

  日期：1991.7

  Laser flash photolysis of a glycosylidene-derived diazirine produces the corresponding carbene. The carbene can be intercepted with pyridine to form an ylide. The absolute rate constants for the reaction of the glycosylidene carbene with alcohols can be obtained by monitoring the absolute rate of formation of the pyridinium ylide. The kinetic data favors a mechanism involving a proton transfer from the alcohol to the carbene.