Tf(-2)[pivaloyl(-3)][Tf(-4)][pivaloyl(-6)]Gal(b1-4)[pivaloyl(-3)][pivaloyl(-6)]GlcNAc(b)-O-allyl | 160416-26-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Tf(-2)[pivaloyl(-3)][Tf(-4)][pivaloyl(-6)]Gal(b1-4)[pivaloyl(-3)][pivaloyl(-6)]GlcNAc(b)-O-allyl
• 英文别名: [(2R,3S,4R,5R,6R)-5-acetamido-4-(2,2-dimethylpropanoyloxy)-3-[(2S,3R,4S,5S,6R)-4-(2,2-dimethylpropanoyloxy)-6-(2,2-dimethylpropanoyloxymethyl)-3,5-bis(trifluoromethylsulfonyloxy)oxan-2-yl]oxy-6-prop-2-enoxyoxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 160416-26-2
• 化学式: C₃₉H₅₉F₆NO₁₉S₂
• 分子量: 1024.02
• InChiKey: DJDSYKAWUMQYRU-JVUXCJQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  67
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  275
• 氢给体数：
  1
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  四丁基醋酸铵 、 Tf(-2)[pivaloyl(-3)][Tf(-4)][pivaloyl(-6)]Gal(b1-4)[pivaloyl(-3)][pivaloyl(-6)]GlcNAc(b)-O-allyl 以 甲苯 为溶剂， 反应 24.0h， 以43%的产率得到pivaloyl(-3)[pivaloyl(-6)]Man2Ac4Ac(b1-4)[pivaloyl(-3)][pivaloyl(-6)]GlcNAc(b)-O-allyl
  参考文献：
  名称：

  Novel Synthetic Approaches to Manβ1-4GLCNAc and Lex Units from N-Acetyllactosamine

  摘要：

  Regioselective protection of N-acetyllactosamine with triphenylmethyl (trityl) and pivaloyl groups afforded the corresponding 3, 2', 4'-tri- and 2',4'-dihydroxyl derivatives in a few steps, respectively; these derivatives were used efficiently for the syntheses of the title compounds from N-acetyllactosamine in 46% (7 steps) and 19% (8 steps) overall yields, respectively.

  DOI：

  10.1080/07328309808002347
• 作为产物：
  描述：

  allyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside 在 吡啶 、 sodium hydroxide 作用下， 以 吡啶 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 Tf(-2)[pivaloyl(-3)][Tf(-4)][pivaloyl(-6)]Gal(b1-4)[pivaloyl(-3)][pivaloyl(-6)]GlcNAc(b)-O-allyl
  参考文献：
  名称：

  Novel Synthetic Approaches to Manβ1-4GLCNAc and Lex Units from N-Acetyllactosamine

  摘要：

  Regioselective protection of N-acetyllactosamine with triphenylmethyl (trityl) and pivaloyl groups afforded the corresponding 3, 2', 4'-tri- and 2',4'-dihydroxyl derivatives in a few steps, respectively; these derivatives were used efficiently for the syntheses of the title compounds from N-acetyllactosamine in 46% (7 steps) and 19% (8 steps) overall yields, respectively.

  DOI：

  10.1080/07328309808002347

文献信息

• Novel Synthetic Approaches to Manβ1-4GLCNAc and Lex Units from N-Acetyllactosamine
  作者：Ken-ichi Sato、Hiroshi Seki、Akira Yoshitomo、Hiroshi Nanaumi、Yoshimitsu Takai、Yoshiharu Ishido

  DOI：10.1080/07328309808002347

  日期：1998.5.1

  Regioselective protection of N-acetyllactosamine with triphenylmethyl (trityl) and pivaloyl groups afforded the corresponding 3, 2', 4'-tri- and 2',4'-dihydroxyl derivatives in a few steps, respectively; these derivatives were used efficiently for the syntheses of the title compounds from N-acetyllactosamine in 46% (7 steps) and 19% (8 steps) overall yields, respectively.