Chloro-acetic acid (2R,3R,4S,5S,6R)-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-(2-chloro-acetoxy)-6-(2-chloro-acetoxymethyl)-4-methoxycarbonylmethoxy-tetrahydro-pyran-3-yl ester | 316139-77-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: Chloro-acetic acid (2R,3R,4S,5S,6R)-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-(2-chloro-acetoxy)-6-(2-chloro-acetoxymethyl)-4-methoxycarbonylmethoxy-tetrahydro-pyran-3-yl ester
• CAS: 316139-77-2
• 化学式: C₃₂H₄₀Cl₃NO₁₇
• 分子量: 817.025
• InChiKey: PVKQTJCISKKVNA-PFLYVBPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  53.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  208.14
• 氢给体数：
  1.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  Chloro-acetic acid (2R,3R,4S,5S,6R)-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-(2-chloro-acetoxy)-6-(2-chloro-acetoxymethyl)-4-methoxycarbonylmethoxy-tetrahydro-pyran-3-yl ester 在 溶剂黄146 作用下， 反应 1.0h， 以94%的产率得到methyl 2-[(2R,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6S)-5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy-3,5-bis[(2-chloroacetyl)oxy]-6-[(2-chloroacetyl)oxymethyl]oxan-4-yl]oxyacetate
  参考文献：
  名称：

  Chemical synthesis of a core 2 branched pentasaccharide containing a carboxylate group

  摘要：

  Design and synthesis of a carboxylate-containing pentasaccahride 1 with the Gal beta>(*) over bar * (1-4) (Fuc alpha1-3)GlcNAc beta>(*) over bar *( 1-6){3-[1-carboxymethyl]-Gal beta>(*) over bar * (1-3)} GalNAc alpha -OMe sequence, which is obtained through regioselective coupling of the 6-OH of a novel acceptor 9 with Lewis(x) donor 10 catalyzed by NIS-TfOH are described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00497-2
• 作为产物：
  描述：

  O-甲基-N-乙酰基-2-脱氧-alpha-D-半乳糖胺 在 sodium methylate 、 氰化汞 、 4-甲基苯磺酸吡啶 、 二正丁基氧化锡 、 碳酸氢钠 作用下， 以 甲醇 、 硝基甲烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 、 苯 为溶剂， 反应 89.0h， 生成 Chloro-acetic acid (2R,3R,4S,5S,6R)-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-(2-chloro-acetoxy)-6-(2-chloro-acetoxymethyl)-4-methoxycarbonylmethoxy-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Chemical synthesis of a core 2 branched pentasaccharide containing a carboxylate group

  摘要：

  Design and synthesis of a carboxylate-containing pentasaccahride 1 with the Gal beta>(*) over bar * (1-4) (Fuc alpha1-3)GlcNAc beta>(*) over bar *( 1-6){3-[1-carboxymethyl]-Gal beta>(*) over bar * (1-3)} GalNAc alpha -OMe sequence, which is obtained through regioselective coupling of the 6-OH of a novel acceptor 9 with Lewis(x) donor 10 catalyzed by NIS-TfOH are described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00497-2