1,6-Anhydro-4-deoxy-4-<(1S)-(1,4/2,3,5)-2,3,4-trihydroxy-5-(hydroxymethyl)-1-cyclohexylamino>-β-D-mannopyranose | 141232-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 1,6-Anhydro-4-deoxy-4-<(1S)-(1,4/2,3,5)-2,3,4-trihydroxy-5-(hydroxymethyl)-1-cyclohexylamino>-β-D-mannopyranose
• CAS: 141232-06-6
• 化学式: C₁₃H₂₃NO₈
• 分子量: 321.328
• InChiKey: IQAKUZXBUANBQN-WHKFRRIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.11
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  151.87
• 氢给体数：
  7.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  1,6-Anhydro-4-deoxy-4-<(1S)-(1,4/2,3,5)-2,3,4-triacetoxy-5-(acetoxymethyl)-1-cyclohexylamino>-β-D-mannopyranose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以55%的产率得到1,6-Anhydro-4-deoxy-4-<(1S)-(1,4/2,3,5)-2,3,4-trihydroxy-5-(hydroxymethyl)-1-cyclohexylamino>-β-D-mannopyranose
  参考文献：
  名称：

  Synthesis and enzyme-inhibitory activity of methyl acarviosin analogues having the α- manno configuration

  摘要：

  Two methyl acarviosin analogues 3a and 4a, having the alpha-manno configuration, and their dihydro derivatives 6a and 7a were synthesised by coupling the protected pseudo-sugar epoxides with methyl 4-amino-4-deoxy- and -4,6-dideoxy-alpha-D-mannopyranoside. Similarly, two analogous compounds 5a and 8a composed of the 1,6-anhydro-beta-D-mannopyranose residues were prepared. Compound 7a showed mild inhibitory activity against Jack bean alpha-D-mannosidase, and 3a was a moderate inhibitor of both alpha-D-mannosidase and yeast alpha-D-glucosidase.

  DOI：

  10.1016/0008-6215(92)84056-x

文献信息

• Synthesis of carbasugar-containing non-glycosidically linked pseudodisaccharides and higher pseudooligosaccharides
  作者：Ian Cumpstey

  DOI：10.1016/j.carres.2009.09.008

  日期：2009.11

  This minireview covers synthetic methods towards carbasugar-containing non-glycosidically linked pseudodisaccharides or higher pseudooligosaccharides. Carbocyclic pyranose mimetics (saturated or unsaturated between C-5 and C-5a) are linked by ether, thioether or amine bridges to carbohydrates or other carbasugars.

  这份简短的综述涵盖了针对含碳水化合物的非糖苷键连接的假二糖或高级假寡糖的合成方法。碳环吡喃糖模拟物（在C-5和C-5a之间饱和或不饱和）通过醚桥，硫醚桥或胺桥连接到碳水化合物或其他Carcarbugars。