n-octyl 4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside | 695228-34-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: n-octyl 4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside
• 英文别名: (4aR,6S,7R,8R,8aR)-6-octoxy-2-phenyl-8-[(2R,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-ol
• CAS: 695228-34-3
• 化学式: C₅₅H₆₆O₁₁
• 分子量: 903.122
• InChiKey: YBABASJILRAHLS-MIKUVHQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  66
• 可旋转键数：
  24
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 n-octyl 4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside 在 吡啶 作用下， 以95%的产率得到n-octyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Directing Effect of Axial and Equatorial Anomeric Substituent in Site Specific Glycosylation of Glucopyranosides

  摘要：

  Regio- and stereoselective glycosylation of alpha- and beta-octyl glucopyranoside derivatives 2c and 2d, respectively, with glycosyl donor 3 to obtain the corresponding 3-O-linked 5c and 2-O-linked 4d saccharides, respectively, is described, formation of diglycosylated products 6c and 6d was not observed.

  DOI：

  10.1081/scc-120028637
• 作为产物：
  描述：

  正辛基 α-D-葡萄糖苷 在 对甲苯磺酸 molecular sieve 、 碘甲烷 作用下， 以 二氯甲烷 为溶剂， 反应 126.0h， 生成 n-octyl 4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Directing Effect of Axial and Equatorial Anomeric Substituent in Site Specific Glycosylation of Glucopyranosides

  摘要：

  Regio- and stereoselective glycosylation of alpha- and beta-octyl glucopyranoside derivatives 2c and 2d, respectively, with glycosyl donor 3 to obtain the corresponding 3-O-linked 5c and 2-O-linked 4d saccharides, respectively, is described, formation of diglycosylated products 6c and 6d was not observed.

  DOI：

  10.1081/scc-120028637

文献信息

• Directing Effect of Axial and Equatorial Anomeric Substituent in Site Specific Glycosylation of Glucopyranosides
  作者：Hari Babu Mereyala、S. Bhavani、A. P. Rudradas

  DOI：10.1081/scc-120028637

  日期：2004.12.31

  Regio- and stereoselective glycosylation of alpha- and beta-octyl glucopyranoside derivatives 2c and 2d, respectively, with glycosyl donor 3 to obtain the corresponding 3-O-linked 5c and 2-O-linked 4d saccharides, respectively, is described, formation of diglycosylated products 6c and 6d was not observed.