(3S,6R,8R,9R,10S,11R)-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-3-carboxylate | 1268670-52-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,6R,8R,9R,10S,11R)-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-3-carboxylate
• CAS: 1268670-52-5
• 化学式: C₄₀H₄₅NO₈
• 分子量: 667.799
• InChiKey: BHHMPBGPGNKEJY-RMMPXIALSA-N

物化性质

• 沸点：
  744.7±70.0 °C(predicted)
• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  49.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  93.71
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (3S,6R,8R,9R,10S,11R)-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-3-carboxylate 在 吡啶 、 4-二甲氨基吡啶 、 10% palladium on activated charcoal 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (3S,6R,8R,9R,10S,11R)-2-tert-butyl 3-ethyl 9,10,11-triacetoxy-8-(acetoxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-2,3-dicarboxylate
  参考文献：
  名称：

  Synthesis of C-glycosylated amino acids by hetero-Diels–Alder addition of ethyl 2-nitrosoacrylate to exo-glycals

  摘要：

  C-Glycoamino acids bearing a variety of sugar moieties were prepared by the hetero-Diels-Alder addition of ethyl 2-nitrosoacrylate to exo-glycals. The reaction proceeds smoothly to yield spirocyclic oxazines that can be converted into useful products by several hydrogenolytic techniques. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.12.001
• 作为产物：
  描述：

  (6R,8R,9R,10S,11R)-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undec-2-ene-3-carboxylate 在 sodium cyanoborohydride 、 三乙胺 作用下， 以 溶剂黄146 、 氯仿 为溶剂， 反应 24.5h， 以80%的产率得到(3S,6R,8R,9R,10S,11R)-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-3-carboxylate
  参考文献：
  名称：

  Synthesis of C-glycosylated amino acids by hetero-Diels–Alder addition of ethyl 2-nitrosoacrylate to exo-glycals

  摘要：

  C-Glycoamino acids bearing a variety of sugar moieties were prepared by the hetero-Diels-Alder addition of ethyl 2-nitrosoacrylate to exo-glycals. The reaction proceeds smoothly to yield spirocyclic oxazines that can be converted into useful products by several hydrogenolytic techniques. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.12.001