(3S,6R,8R,9R,10S,11R)-2-tert-butyl 3-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-2,3-dicarboxylate | 1268670-53-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3S,6R,8R,9R,10S,11R)-2-tert-butyl 3-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-2,3-dicarboxylate
• CAS: 1268670-53-6
• 化学式: C₄₅H₅₃NO₁₀
• 分子量: 767.917
• InChiKey: UKKWJIBGAQPNPF-JPSWJJSMSA-N

物化性质

• 沸点：
  802.7±65.0 °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)：
  7.95
• 重原子数：
  56.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  111.22
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (3S,6R,8R,9R,10S,11R)-2-tert-butyl 3-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-1,7-dioxa-2-azaspiro[5.5]undecane-2,3-dicarboxylate 在 10% palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 生成
  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 4-二甲氨基吡啶 、 sodium cyanoborohydride 、 三乙胺 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 24.5h， 生成 (3S,6R,8R,9R,10S,11R)-2-tert-butyl 3-ethyl 9,10,11-tris(benzyloxy)-8-(benzyloxymethyl)-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