dimethyl (2R,4R,5R,6S)-5-[(2R,3R,4R,5S)-5-[(1S)-1-acetyloxyethyl]-4-phenylmethoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-2-methoxy-4-phenylmethoxyoxane-2,6-dicarboxylate | 186831-59-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl (2R,4R,5R,6S)-5-[(2R,3R,4R,5S)-5-[(1S)-1-acetyloxyethyl]-4-phenylmethoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-2-methoxy-4-phenylmethoxyoxane-2,6-dicarboxylate
• CAS: 186831-59-4
• 化学式: C₄₄H₅₆O₂₀
• 分子量: 904.917
• InChiKey: UWQWBOIHYYXGHQ-RFWBGCPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  64
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  232
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  dimethyl (2R,4R,5R,6S)-5-[(2R,3R,4R,5S)-5-[(1S)-1-acetyloxyethyl]-4-phenylmethoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-2-methoxy-4-phenylmethoxyoxane-2,6-dicarboxylate 在 氢气 作用下， 生成 (2R,4R,5R,6S)-5-[(2R,3R,4R,5R)-5-((S)-1-Acetoxy-ethyl)-4-hydroxy-3-((2S,3R,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yloxy]-4-hydroxy-2-methoxy-tetrahydro-pyran-2,6-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Banaszek, Anna; Ciunik, Zbigniew, Tetrahedron Letters, 1997, vol. 38, # 2, p. 272 - 276

  摘要：

  DOI：
• 作为产物：
  描述：

  在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 、 三甲基氯硅烷 、 氰化汞 作用下， 生成 dimethyl (2R,4R,5R,6S)-5-[(2R,3R,4R,5S)-5-[(1S)-1-acetyloxyethyl]-4-phenylmethoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-2-methoxy-4-phenylmethoxyoxane-2,6-dicarboxylate
  参考文献：
  名称：

  Banaszek, Anna; Ciunik, Zbigniew, Tetrahedron Letters, 1997, vol. 38, # 2, p. 272 - 276

  摘要：

  DOI：

文献信息

• Synthesis of the unique trisaccharide repeating unit, isolated from lipopolysaccharides Rhizobium leguminosarum bv. trifolii 24, and its analogue
  作者：Anna Banaszek

  DOI：10.1016/s0008-6215(97)10073-8

  日期：1998.1

  The synthesis of trisaccharide: 6-d-alpha-L-Talp(1-->2)-alpha-L-Rhap(1-->5)-DHA, and its analogue: 6-d-alpha-L-Talp(1-->2)-beta-L-Rhaf(1-->5)DHA is described. In the first step a disaccharide, composed of 6-d-L-Talp and L-Rhap was obtained. This, in turn, was converted to the corresponding 1-trichloroacetimidate and coupled with DHA alcohol to afford the required trisaccharide. Its analogue was achieved by the conversion of the above disaccharide to the glycosyl bromide, involving the rhamnopyranose ring scission, followed by condensation with DHA in Koenigs-Knorr procedure. (C) 1998 Elsevier Science Ltd. All rights reserved.