1,2:3,4-di-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol | 203244-51-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2:3,4-di-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol
• 英文别名: (4R,5R)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-5-[(1R)-1,2-di(tetradecoxy)ethyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 203244-51-3
• 化学式: C₄₀H₇₈O₆
• 分子量: 655.056
• InChiKey: XDVWSLSANUOVPP-SIMZDOAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  46
• 可旋转键数：
  31
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2:3,4-di-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol 在 zinc(II) nitrate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以83%的产率得到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
• 作为产物：
  描述：

  溴代十四烷 、 1,2:3,4-di-O-isopropylidene-D-mannitol 在 氢氧化钾 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以98%的产率得到1,2:3,4-di-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol
  参考文献：
  名称：

  An Amphiphile-Lipase Aggregate Bearing 1,2-Dialkylated Mannitol Ether as a New Type of Immobilized Enzyme in Organic Solvents.

  摘要：

  合成了对应于1,2-二烷基化甘露醇醚(6-10)的新型中性两亲分子。发现两亲分子-脂肪酶聚集体能在有机溶剂中分别作为固定化酶系统用于α-羟基酯的对映选择性乙酰化或α-乙酰氧基酯的对映选择性水解。

  DOI：

  10.1248/cpb.45.2085

文献信息

• An Amphiphile-Lipase Aggregate Bearing 1,2-Dialkylated Mannitol Ether as a New Type of Immobilized Enzyme in Organic Solvents.
  作者：Hiroyuki AKITA、Keisuke KATO、Isao UMEZAWA、Hiroko MATSUKURA

  DOI：10.1248/cpb.45.2085

  日期：——

  Neutral amphiphiles of a new type corresponding to 1, 2-dialkylated mannitol ethers (6-10) were synthesized. Amephiphile-lipase aggregates were found to function as an immobilized enzyme system for enantioselective acetylation or enantioselective hydrolysis of α-hydroxy esters or α-acetoxy esters, respectively, in organic solvents.

  合成了对应于1,2-二烷基化甘露醇醚(6-10)的新型中性两亲分子。发现两亲分子-脂肪酶聚集体能在有机溶剂中分别作为固定化酶系统用于α-羟基酯的对映选择性乙酰化或α-乙酰氧基酯的对映选择性水解。
• 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.