(2R,3R,4R,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chlorobenzyl)tetrahydro-2H-pyran | 1616297-76-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chlorobenzyl)tetrahydro-2H-pyran
• CAS: 1616297-76-7
• 化学式: C₃₄H₃₅ClO₄
• 分子量: 543.102
• InChiKey: IGGNRKQLTMVGSY-KRFMAMIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.43
• 重原子数：
  39.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-tetrahydro-pyran 在 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、253.33 kPa 条件下， 反应 3.0h， 以97%的产率得到(2R,3R,4R,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chlorobenzyl)tetrahydro-2H-pyran
  参考文献：
  名称：

  Synthesis of novel 2-deoxy-β-benzyl-C-glycosides by highly stereo- and chemoselective hydrogenation of exo-glycals

  摘要：

  Novel 2-deoxy-beta-benzyl-C-glycosides were prepared in good yields and excellent stereoselectivity by a route involving the Wittig reaction of glycosyl phosphonium salts and reduction of exo-glycals as key steps. Hydrogenation of benzyl protected enol ethers was performed with Pd/C(en) as an effective chemoselective catalyst to afford exclusively beta anomers. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.04.009