t-butyl 3,4-di-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranosyl)-α-L-rhamnopyranoside | 186831-41-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: t-butyl 3,4-di-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranosyl)-α-L-rhamnopyranoside
• 英文别名: 6-deoxy-L-Tal2Ac3Ac4Ac(a1-2)[Bn(-3)][Bn(-4)]Rha(a)-O-tBu；[(2S,3R,4R,5R,6S)-4,5-diacetyloxy-2-methyl-6-[(2S,3R,4R,5S,6S)-6-methyl-2-[(2-methylpropan-2-yl)oxy]-4,5-bis(phenylmethoxy)oxan-3-yl]oxyoxan-3-yl] acetate
• CAS: 186831-41-4
• 化学式: C₃₆H₄₈O₁₂
• 分子量: 672.77
• InChiKey: NEIRLTWKFZERCU-ZJVNXOMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  48
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  t-butyl 3,4-di-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranosyl)-α-L-rhamnopyranoside 在 溴化钛(IV) 、 三氟乙酸 作用下， 生成 5-O-acetyl-3-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranosyl)-α-L-rhamnofuranosyl bromide
  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：

  t-butyl 2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranoside 在 2,4,6-三甲基吡啶 、 1,1-二氯甲醚 、 silver trifluoromethanesulfonate 、 三氟乙酸 作用下， 生成 t-butyl 3,4-di-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranosyl)-α-L-rhamnopyranoside
  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.