1,3:4,6-di-O-benzylidene-2-O-(4-bromobutyl)-D-mannitol | 1315461-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 1,3:4,6-di-O-benzylidene-2-O-(4-bromobutyl)-D-mannitol
• 英文别名: (4R,5R)-4-[(4R,5R)-5-(4-bromobutoxy)-2-phenyl-1,3-dioxan-4-yl]-2-phenyl-1,3-dioxan-5-ol
• CAS: 1315461-84-7
• 化学式: C₂₄H₂₉BrO₆
• 分子量: 493.395
• InChiKey: QKIJRQZTVJGDLR-FJEMWIOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3:4,6-di-O-benzylidene-2-O-(4-bromobutyl)-D-mannitol 在 吡啶 、 氟硼酸钠 作用下， 以 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 反应 84.0h， 生成 1-(4-((4R,4'S,5R,5'R)-5'-(dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yloxy)-2,2'-diphenyl-4,4'-bi(1,3-dioxan)-5-yloxy)butyl)-3-methyl-1H-imidazol-3-ium tetrafluoroborate
  参考文献：
  名称：

  Readily available and recoverable chiral ionic phosphite ligands for the highly enantioselective hydrogenation of functionalized olefins

  摘要：

  A series of novel ionic phosphite ligands bearing carbohydrate groups were conveniently synthesized and successfully applied in the asymmetric hydrogenation of enamides, alpha-dehydroamino acid esters, and dimethyl itaconate. High efficiency and excellent reusability were obtained in an ionic liquid-toluene biphasic system. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.04.011
• 作为产物：
  描述：

  甘露醇 在 硫酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 72.0h， 生成 1,3:4,6-di-O-benzylidene-2-O-(4-bromobutyl)-D-mannitol
  参考文献：
  名称：

  Readily available and recoverable chiral ionic phosphite ligands for the highly enantioselective hydrogenation of functionalized olefins

  摘要：

  A series of novel ionic phosphite ligands bearing carbohydrate groups were conveniently synthesized and successfully applied in the asymmetric hydrogenation of enamides, alpha-dehydroamino acid esters, and dimethyl itaconate. High efficiency and excellent reusability were obtained in an ionic liquid-toluene biphasic system. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.04.011

文献信息

• Readily available and recoverable chiral ionic phosphite ligands for the highly enantioselective hydrogenation of functionalized olefins
  作者：Yingwei Zhao、Hanmin Huang、Jianping Shao、Chungu Xia

  DOI：10.1016/j.tetasy.2011.04.011

  日期：2011.4

  A series of novel ionic phosphite ligands bearing carbohydrate groups were conveniently synthesized and successfully applied in the asymmetric hydrogenation of enamides, alpha-dehydroamino acid esters, and dimethyl itaconate. High efficiency and excellent reusability were obtained in an ionic liquid-toluene biphasic system. (C) 2011 Elsevier Ltd. All rights reserved.