1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3,4-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol | 350243-33-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3,4-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol
• 英文别名: [(2R,3S,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[(2R)-2-[(4R,5R)-5-[(1R)-1,2-di(tetradecoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-hydroxyethoxy]oxan-2-yl]methyl benzoate
• CAS: 350243-33-3
• 化学式: C₇₁H₁₀₀O₁₅
• 分子量: 1193.57
• InChiKey: WQGSKGUKPDKWNS-WKDJVKEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.1
• 重原子数：
  86
• 可旋转键数：
  47
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  181
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3,4-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol 在 水 、 溶剂黄146 作用下， 反应 14.0h， 以89%的产率得到1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-mannitol
  参考文献：
  名称：

  Syntheses of neoglycolipids with hexitol spacers between the saccharidic and the lipidic parts

  摘要：

  Four neoglycolipids having 2-amino-2-deoxy-D-glucose or D-galactose moieties linked to the lipidic parr by a glucitol or a mannitol spacer-arm have been synthesized. The key step of the synthetic strategy was the regiospecific or regioselective beta -glycosylation of partially protected glucitol or mannitol accepters by either 3,4,6-tri-O-acetyl-2-deoxy-2-iodo-alpha -D-mannopyranosyl azide or 2,3,4,6-tetra-O-benzoyl-alpha -D-galactopyranosyl trichloroacetimidate donors. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00019-2
• 作为产物：
  描述：

  1,2:3,4-di-O-isopropylidene-D-mannitol 在 sodium hydroxide 、 zinc(II) nitrate 、 三氟甲磺酸三甲基硅酯 、 四丁基溴化铵 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 22.0h， 生成 1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3,4-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol
  参考文献：
  名称：

  Syntheses of neoglycolipids with hexitol spacers between the saccharidic and the lipidic parts

  摘要：

  Four neoglycolipids having 2-amino-2-deoxy-D-glucose or D-galactose moieties linked to the lipidic parr by a glucitol or a mannitol spacer-arm have been synthesized. The key step of the synthetic strategy was the regiospecific or regioselective beta -glycosylation of partially protected glucitol or mannitol accepters by either 3,4,6-tri-O-acetyl-2-deoxy-2-iodo-alpha -D-mannopyranosyl azide or 2,3,4,6-tetra-O-benzoyl-alpha -D-galactopyranosyl trichloroacetimidate donors. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00019-2

文献信息

• Syntheses of neoglycolipids with hexitol spacers between the saccharidic and the lipidic parts
  作者：Dominique Lafont、Barbara Gross、Rene Kleinegesse、Fabienne Dumoulin、Paul Boullanger

  DOI：10.1016/s0008-6215(01)00019-2

  日期：2001.3

  Four neoglycolipids having 2-amino-2-deoxy-D-glucose or D-galactose moieties linked to the lipidic parr by a glucitol or a mannitol spacer-arm have been synthesized. The key step of the synthetic strategy was the regiospecific or regioselective beta -glycosylation of partially protected glucitol or mannitol accepters by either 3,4,6-tri-O-acetyl-2-deoxy-2-iodo-alpha -D-mannopyranosyl azide or 2,3,4,6-tetra-O-benzoyl-alpha -D-galactopyranosyl trichloroacetimidate donors. (C) 2001 Elsevier Science Ltd. All rights reserved.