| 1044747-35-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1044747-35-4
• 化学式: C₃₂H₅₁NO₁₂
• 分子量: 641.756
• InChiKey: PYIXDLJTWUEXNR-MCHZZTGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  45.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  141.63
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  4-O-[6-O-benzyl-2-benzyloxyimino-2-deoxy-3,4-O-isopropylidene-β-D-lyxo-hexopyranosyl]-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal 、 乙酸酐 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 甲醇 为溶剂， 反应 192.0h， 以74%的产率得到4-O-(2-acetamido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-talopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal
  参考文献：
  名称：

  Improved Preparation of β‐d‐ManNAc‐(1→4)‐d‐Glc and β‐d‐TalNAc‐(1→4)‐d‐Glc Disaccharides and Evaluation of Their Activating Properties on the Natural Killer Cells NKR‐P1 and CD69 Receptors

  摘要：

  The synthetic access of either beta-D-ManNAc-(1-->4)-D-Glc (5) is beta-d-TalNAc-(1-->4)-D-Glc (6) disaccharides has been effectively improved with respect to previous syntheses (J. Carbohydr. Chem. 2000, 19, 79-91 and 2004, 23, 179-190), optimizing the preparation of suitably protected 4-O-(2-acetamido-2-deoxy-3,4-O-isopropylidene-beta-D-talopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal derivatives obtained by complete stereoselective LiAlH4 reduction of new 2'-oximino precursors derived from lactose. The affinity of the disaccharides 5 and 6 toward the natural killer cell NKR-P1 and CD69 receptors has been evaluated and discussed.

  DOI：

  10.1080/07328300802030845