benzyl S-4,6-O-benzylidene-2,3-di-O-benzyl-α-D-galactopyranoside

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: benzyl S-4,6-O-benzylidene-2,3-di-O-benzyl-α-D-galactopyranoside
• 英文别名: (2S,4aR,6S,7R,8S,8aS)-2-phenyl-6,7,8-tris(phenylmethoxy)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine
• 化学式: C₃₄H₃₄O₆
• 分子量: 538.64
• InChiKey: GQMVOFUMWKGWCK-BFVJSROOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  D-吡喃葡萄糖 在 sodium hydride 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 benzyl S-4,6-O-benzylidene-2,3-di-O-benzyl-α-D-galactopyranoside 、 benzyl 4,6-O-benzylidene-2,3-di-O-benzyl-α-D-galactopyranoside
  参考文献：
  名称：

  Regioselective removal of the anomeric O-benzyl from differentially protected carbohydrates

  摘要：

  A mild, regioselective deprotection of the anomeric O-benzyl from multi-functionally protected carbohydrates via catalytic transfer hydrogenation is described. The protocol is tolerant of O-benzyl and O-benzylidene protections at non-anomeric positions, groups which are normally labile under typical hydrogenolysis conditions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.130

文献信息

• Regioselective removal of the anomeric O-benzyl from differentially protected carbohydrates
  作者：Nigel Kevin Jalsa

  DOI：10.1016/j.tetlet.2011.09.130

  日期：2011.12

  A mild, regioselective deprotection of the anomeric O-benzyl from multi-functionally protected carbohydrates via catalytic transfer hydrogenation is described. The protocol is tolerant of O-benzyl and O-benzylidene protections at non-anomeric positions, groups which are normally labile under typical hydrogenolysis conditions. (C) 2011 Elsevier Ltd. All rights reserved.