methyl 2-[[(3aS,4R,6R,7R,7aS)-4-(azidomethyl)-6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]acetate | 1169754-31-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: methyl 2-[[(3aS,4R,6R,7R,7aS)-4-(azidomethyl)-6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]acetate
• CAS: 1169754-31-7
• 化学式: C₁₃H₂₁N₃O₇
• 分子量: 331.326
• InChiKey: KZOLOEFLHXBIRR-NBIDRCSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  86.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2-[[(3aS,4R,6R,7R,7aS)-4-(azidomethyl)-6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]acetate 在 tetrafluoroboric acid 、 水 作用下， 以 甲醇 为溶剂， 以90%的产率得到
  参考文献：
  名称：

  A sugar aminoacid for the development of multivalent ligands for Escherichia coli 0157 verotoxin

  摘要：

  Functionalised carbohydrates for incorporation into multivalent ligands for the Escherichia coli O157 verotoxin are highly desirable. Here, we report the synthesis of a sugar aminoacid based on the known Gal-alpha-1,4-Gal ligand for verotoxin in eight steps and in similar to 10% overall yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.021
• 作为产物：
  描述：

  methyl 6-azido-6-deoxy-3,4-O-isopropylidene-β-D-galactopyranoside 、 溴乙酸甲酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以86%的产率得到methyl 2-[[(3aS,4R,6R,7R,7aS)-4-(azidomethyl)-6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]acetate
  参考文献：
  名称：

  A sugar aminoacid for the development of multivalent ligands for Escherichia coli 0157 verotoxin

  摘要：

  Functionalised carbohydrates for incorporation into multivalent ligands for the Escherichia coli O157 verotoxin are highly desirable. Here, we report the synthesis of a sugar aminoacid based on the known Gal-alpha-1,4-Gal ligand for verotoxin in eight steps and in similar to 10% overall yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.021