(4aR,5S,6R,7R,8R)-5,6,7-tris(benzyloxy)-8-(benzyloxymethyl)-hexahydro-3-methylenepyrido[1,2-c][1,3]oxazin-1(3H)-one | 950599-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4aR,5S,6R,7R,8R)-5,6,7-tris(benzyloxy)-8-(benzyloxymethyl)-hexahydro-3-methylenepyrido[1,2-c][1,3]oxazin-1(3H)-one
• CAS: 950599-54-9
• 化学式: C₃₈H₃₉NO₆
• 分子量: 605.731
• InChiKey: LNKZFNMRRSZPCJ-KHKVHWIZSA-N

反应信息

• 作为反应物：
  描述：

  (4aR,5S,6R,7R,8R)-5,6,7-tris(benzyloxy)-8-(benzyloxymethyl)-hexahydro-3-methylenepyrido[1,2-c][1,3]oxazin-1(3H)-one 在 palladium dihydroxide 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以100%的产率得到(3R,4aR,5S,6R,7R,8R)-hexahydro-5,6,7-trihydroxy-8-(hydroxymethyl)-3-methylpyrido[1,2-c][1,3]oxazin-1(3H)-one
  参考文献：
  名称：

  Synthesis and biological evaluation of a small library of nojirimycin-derived bicyclic iminosugars

  摘要：

  Novel nojirimycin-derived bicyclic structures, containing cyclic carbamate, urea and guanidine moieties have been synthesised starting from suitably protected alpha-C-vinylnojirimycin and alpha-C-allylnojirimycin, respectively, and their biological activity against different glycosidases and as antibacterial agents tested. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.04.002
• 作为产物：
  描述：

  (4aR,5S,6R,7R,8R)-5,6,7-tris(benzyloxy)-8-(benzyloxymethyl)-hexahydro-3-(iodomethyl)pyrido[1,2-c][1,3]oxazin-1(3H)-one 在 四丁基氢氧化铵 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以98%的产率得到(4aR,5S,6R,7R,8R)-5,6,7-tris(benzyloxy)-8-(benzyloxymethyl)-hexahydro-3-methylenepyrido[1,2-c][1,3]oxazin-1(3H)-one
  参考文献：
  名称：

  Synthesis and biological evaluation of a small library of nojirimycin-derived bicyclic iminosugars

  摘要：

  Novel nojirimycin-derived bicyclic structures, containing cyclic carbamate, urea and guanidine moieties have been synthesised starting from suitably protected alpha-C-vinylnojirimycin and alpha-C-allylnojirimycin, respectively, and their biological activity against different glycosidases and as antibacterial agents tested. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.04.002