N-(2-(N-Boc-alanyl)-1,2,3,4-tetrahydrocarboline-3-carbonyl)-2-amino-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucosamine | 1370030-91-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-(N-Boc-alanyl)-1,2,3,4-tetrahydrocarboline-3-carbonyl)-2-amino-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucosamine
• 英文别名: [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-[[(3S)-2-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]-1,3,4,9-tetrahydropyrido[3,4-b]indole-3-carbonyl]amino]oxan-2-yl]methyl acetate
• CAS: 1370030-91-3
• 化学式: C₃₄H₄₄N₄O₁₃
• 分子量: 716.742
• InChiKey: NYVNECFGFXQQHB-CDSXNVQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  51
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  218
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  (S)-2,3,4,9-四氢-1H-吡啶[3,4-b]吲哚-3-羧酸 在 盐酸 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 39.0h， 生成 N-(2-(N-Boc-alanyl)-1,2,3,4-tetrahydrocarboline-3-carbonyl)-2-amino-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucosamine
  参考文献：
  名称：

  Design, synthesis, and evaluation of a novel class of 2,3-disubstituted-tetrahydro-β-carboline derivatives

  摘要：

  Several novel tetrahydro-beta-carboline derivatives with amino acid residues at the 2-position and a glucosamine group at the 3-position of the tetrahydro-beta-carboline nucleus were synthesized from a readily available starting material, tryptophane, and were evaluated for their anti-inflammatory activity in the present study. Our results showed that all of the derivatives tested exhibited a significant inhibition of xylene-induced inflammation in mice. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.020

文献信息

• Design, synthesis, and evaluation of a novel class of 2,3-disubstituted-tetrahydro-β-carboline derivatives
  作者：Li Zeng、Jianwei Zhang

  DOI：10.1016/j.bmcl.2012.04.020

  日期：2012.6

  Several novel tetrahydro-beta-carboline derivatives with amino acid residues at the 2-position and a glucosamine group at the 3-position of the tetrahydro-beta-carboline nucleus were synthesized from a readily available starting material, tryptophane, and were evaluated for their anti-inflammatory activity in the present study. Our results showed that all of the derivatives tested exhibited a significant inhibition of xylene-induced inflammation in mice. (C) 2012 Elsevier Ltd. All rights reserved.