ethyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside | 4132-29-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside
• 英文别名: (3R,4S,5R,6R)-2-ethoxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxane
• CAS: 4132-29-0；78890-53-6
• 化学式: C₃₆H₄₀O₆
• 分子量: 568.71
• InChiKey: BQFKKRLDROUAKM-KXCACMGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.72
• 重原子数：
  42.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranose 在 15-冠醚-5 、 sodium hydride 、 DMTST 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside
  参考文献：
  名称：

  Investigations on Leaving Group Based Intra- versus Intermolecular Glycoside Bond Formation

  摘要：

  DOI：

  10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

文献信息

• Glycosyl trichloroacetylcarbamate: a new glycosyl donor for O-glycosylation
  作者：K. Jayakanthan、Yashwant D. Vankar

  DOI：10.1016/j.carres.2005.07.024

  日期：2005.12

  Glycosyl trichloroacetylcarbamates, readily obtained by reacting 1-hydroxy sugars with trichloroacetylisocyanate, have been found as excellent glycosyl donors, and the corresponding O-glycosides are formed in good to excellent yields with a fairly good degree of selectivity. (c) 2005 Elsevier Ltd. All rights reserved.
• 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.
• 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：——