octyl α-L-fucopyranosyl-(1->6)-β-D-galactopyranoside

• 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: octyl α-L-fucopyranosyl-(1->6)-β-D-galactopyranoside
• 英文别名: Fuc(a1-6)Gal(b)-O-octyl；(2S,3S,4R,5S,6R)-2-methyl-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-octoxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• 化学式: C₂₀H₃₈O₁₀
• 分子量: 438.516
• InChiKey: ADWNZNXJHZAMDI-NFQHYEOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  苯基-2,3,4-三-O-苄基-1-硫代-β-L-岩藻吡喃糖苷 在 palladium on activated charcoal hafnocene bistrifluoromethanesulfonate 、 3 A molecular sieve 、 氢气 、 DMTST 作用下， 以 甲醇 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 8.0h， 生成 octyl α-L-fucopyranosyl-(1->6)-β-D-galactopyranoside
  参考文献：
  名称：

  固相上的正交糖基化反应和由一整套岩藻糖基半乳糖异构体组成的文库的合成。

  摘要：

  DOI：

  10.1002/anie.200600433

文献信息

• Synthesis of a library of fucopyranosyl-galactopyranosides consisting of a complete set of anomeric configurations and linkage positions
  作者：Isao Ohtsuka、Takuro Ako、Rumiko Kato、Shusaku Daikoku、Satomi Koroghi、Takuya Kanemitsu、Osamu Kanie

  DOI：10.1016/j.carres.2006.03.040

  日期：2006.7

  A library composed of a complete set of fucopyranosyl-galactopyranosides was synthesized. A perbenzylated phenylthio fucopyranoside and a series of tri-O-benzyl-galactopyranosyl fluorides having single hydroxyl groups at the 2-, 3-, 4-, and 6-positions were used as the glycosyl donor and glycosyl acceptors, respectively. The chosen set of functionalities at the anomeric centers enabled rapid access to the oligosaccharides based on chemoselective activation. The first coupling reaction was achieved by the action of dimethyl(methylthio)sulfonium trifluoromethanesulfonate (DMTST). The resulting disaccharide fluoride was readily activated by hafnocene bistrifluoromethanesulfonate [Cp2Hf(OTf)(2)] and glycosidated with n-octanol. (c) 2006 Elsevier Ltd. All rights reserved.
• Orthogonal Glycosylation Reactions on Solid Phase and Synthesis of a Library Consisting of a Complete Set of Fucosyl Galactose Isomers
  作者：Osamu Kanie、Isao Ohtsuka、Takuro Ako、Shusaku Daikoku、Yoshimi Kanie、Rumiko Kato

  DOI：10.1002/anie.200600433

  日期：2006.6.2