(3S,5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-((benzyloxy)methyl)-3-(2-chlorophenyl)-2-methyl-1,6-dioxa-2-azaspiro[4.5]decane | 1075227-26-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-((benzyloxy)methyl)-3-(2-chlorophenyl)-2-methyl-1,6-dioxa-2-azaspiro[4.5]decane
• CAS: 1075227-26-7
• 化学式: C₄₃H₄₄ClNO₆
• 分子量: 706.278
• InChiKey: MZNGIHXBDNDTDP-RHEHPOLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.72
• 重原子数：
  51.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.62
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  (E)-[(2-chlorophenyl)methylidene](methyl)oxidoazanium 、 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol 以 二乙二醇二甲醚 为溶剂， 反应 0.03h， 生成 (3S,5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-((benzyloxy)methyl)-3-(2-chlorophenyl)-2-methyl-1,6-dioxa-2-azaspiro[4.5]decane 、 (3S,5R,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-((benzyloxy)methyl)-3-(2-chlorophenyl)-2-methyl-1,6-dioxa-2-azaspiro[4.5]decane
  参考文献：
  名称：

  Stereoselective synthesis and biological activity of novel spiro-oxazinanone-C-glycosides

  摘要：

  The stereoselective synthesis of novel spiro-oxazinanone nucleosides 9 and 10 has been achieved by microwave assisted 1,3-dipolar cycloaddition of exo-glucal (1) and nitrones (2), and followed by reduction, stereospecific recyclization, and catalytic deprotection. The structures of the spironucleosides were determined according to the H-1 NMR, C-13 NMR, 2D NMR, MS, and X-ray analyses, and the biological activities of the title compounds against glycosidases (alpha-amylase, alpha-glucosidase, and beta-glucosidase) and cytotoxicity were also evaluated. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.002