1-pentylhexyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside | 1259516-72-7

• 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: 1-pentylhexyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
• 英文别名: (2R,3R,4S,5R,6S)-3,4,5-tris(phenylmethoxy)-2-(phenylmethoxymethyl)-6-undecan-6-yloxyoxane
• CAS: 1259516-72-7
• 化学式: C₄₅H₅₈O₆
• 分子量: 694.952
• InChiKey: JXCCCGRPYUGKQE-NUFGPDMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  51
• 可旋转键数：
  23
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3,4,6-四苄基-D-吡喃葡萄糖 、 6-十一烷醇 在 双三氟甲烷磺酰亚胺 作用下， 70.0 ℃ 、533.29 Pa 条件下， 反应 0.5h， 生成 1-pentylhexyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 、 1-pentylhexyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
  参考文献：
  名称：

  A novel glycosylation of inactive glycosyl donors using an ionic liquid containing a protic acid under reduced pressure conditions

  摘要：

  The glycosylation of inactive glycosyl donors, such as methyl glycosides and 1-hydroxy sugars with nearly stoichiometric amounts of various alcohols (1.1 equiv) in an ionic liquid containing a protic acid (acid-IL) under reduced pressure conditions proceeded effectively to give the corresponding glycosides in good to high yields. Furthermore, the acid-IL could be reused for additional glycosylations without the loss of efficiency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.108

文献信息

• A novel glycosylation of inactive glycosyl donors using an ionic liquid containing a protic acid under reduced pressure conditions
  作者：Yasutaka Kuroiwa、Maiko Sekine、Satoshi Tomono、Daisuke Takahashi、Kazunobu Toshima

  DOI：10.1016/j.tetlet.2010.09.108

  日期：2010.12

  The glycosylation of inactive glycosyl donors, such as methyl glycosides and 1-hydroxy sugars with nearly stoichiometric amounts of various alcohols (1.1 equiv) in an ionic liquid containing a protic acid (acid-IL) under reduced pressure conditions proceeded effectively to give the corresponding glycosides in good to high yields. Furthermore, the acid-IL could be reused for additional glycosylations without the loss of efficiency. (C) 2010 Elsevier Ltd. All rights reserved.