3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-3-C-(aminomethyl(N-tert-butoxycarbonyl))-D-manno-heptonic acid lactam | 1046152-92-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-3-C-(aminomethyl(N-tert-butoxycarbonyl))-D-manno-heptonic acid lactam
• 英文别名: tert-butyl (2R,3R,4S,5S)-8-oxo-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-1-oxa-7-azaspiro[4.4]nonane-7-carboxylate
• CAS: 1046152-92-4
• 化学式: C₃₄H₃₉NO₇
• 分子量: 573.686
• InChiKey: JHUNKLIYNUSMNL-LSJVWSNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-3-C-(aminomethyl(N-tert-butoxycarbonyl))-D-manno-heptonic acid lactam 在 palladium hydroxide - carbon 盐酸 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 12.0h， 以74%的产率得到3,6-anhydro-2-deoxy-3-C-(aminomethyl)-D-manno-heptonic acid lactam
  参考文献：
  名称：

  Fructose-fused γ-butyrolactones and lactams, synthesis and biological evaluation as GABA receptor ligands

  摘要：

  We describe the synthesis of sugar-fused beta-disubstituted gamma-butyrolactones, gamma-butyrolactams and a lipophilic beta-disubstituted GABA analogue as potential GABA receptor ligands, where the pharmacophore is engineered into the carbohydrate scaffold in the form of a C-fructoside. The products were characterized for receptor binding studies of GABA(A) receptors. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.03.013
• 作为产物：
  描述：

  3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-3-C-(aminomethyl(N-tert-butoxycarbonyl))-D-manno-heptonic acid lactol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以78%的产率得到3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-3-C-(aminomethyl(N-tert-butoxycarbonyl))-D-manno-heptonic acid lactam
  参考文献：
  名称：

  Fructose-fused γ-butyrolactones and lactams, synthesis and biological evaluation as GABA receptor ligands

  摘要：

  We describe the synthesis of sugar-fused beta-disubstituted gamma-butyrolactones, gamma-butyrolactams and a lipophilic beta-disubstituted GABA analogue as potential GABA receptor ligands, where the pharmacophore is engineered into the carbohydrate scaffold in the form of a C-fructoside. The products were characterized for receptor binding studies of GABA(A) receptors. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.03.013