1-O-Hexadecyl-3-O-β-D-maltosyl-2-O-methyl-sn-glycerol | 133777-50-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-O-Hexadecyl-3-O-β-D-maltosyl-2-O-methyl-sn-glycerol
• 英文别名: 1-O-hexadecyl-2-O-methyl-3-O-(β-D-maltosyl)-sn-glycerol；(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R)-3-hexadecoxy-2-methoxypropoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 133777-50-1
• 化学式: C₃₂H₆₂O₁₃
• 分子量: 654.836
• InChiKey: KFOXCDWOUVXUOL-ROFWAPBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  45
• 可旋转键数：
  25
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  197
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  十六基甲基甘油 在 氢氧化钾 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 1-O-Hexadecyl-3-O-β-D-maltosyl-2-O-methyl-sn-glycerol
  参考文献：
  名称：

  A Facile Stereoselective Synthesis of Ether-Linkedβ-D-Maltosyl- andβ-D-Lactosyl-glycerolipids via Peracetylated Disaccharideα-Phosphoramidates

  摘要：

  The reaction of 1-0-hexadecyl-2-O-methyl-sn-glycerol with 2,3,6,2',3',4',6'-hepta-O-acetyl-alpha-lactosylphosphoramidate or alpha-maltosylphosphoramidate in the presence of trimethylsilyl triflate and molecular sieves afforded 1-0-hexadecyl-2-0-methyl-3-0-(2,3,6,2',3',4',6'-hepta-0-acetyl-beta-lactosyl)-sn-glycerolipid or beta-maltosyl-sn-glycerolipid stereoselectively in moderate yields after column chromatography. Alkaline hydrolysis of the O-peracetyl glycerolipids gave the desired beta-glycolipids 1 and 2.

  DOI：

  10.1080/00397919408010593

文献信息

• A Facile Stereoselective Synthesis of Ether-Linked<i>β</i>-D-Maltosyl- and<i>β</i>-D-Lactosyl-glycerolipids via Peracetylated Disaccharide<i>α</i>-Phosphoramidates
  作者：Ravi Kumar Erukulla、Robert Bittman

  DOI：10.1080/00397919408010593

  日期：1994.10

  The reaction of 1-0-hexadecyl-2-O-methyl-sn-glycerol with 2,3,6,2',3',4',6'-hepta-O-acetyl-alpha-lactosylphosphoramidate or alpha-maltosylphosphoramidate in the presence of trimethylsilyl triflate and molecular sieves afforded 1-0-hexadecyl-2-0-methyl-3-0-(2,3,6,2',3',4',6'-hepta-0-acetyl-beta-lactosyl)-sn-glycerolipid or beta-maltosyl-sn-glycerolipid stereoselectively in moderate yields after column chromatography. Alkaline hydrolysis of the O-peracetyl glycerolipids gave the desired beta-glycolipids 1 and 2.