ethyl 2,6-anhydro-3-deoxy-4,5:7,8-di-O-isopropylidene-2-octyloxycarbonylmethyl-D-glycero-D-talo-octonate | 131389-48-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2,6-anhydro-3-deoxy-4,5:7,8-di-O-isopropylidene-2-octyloxycarbonylmethyl-D-glycero-D-talo-octonate
• CAS: 131389-48-5
• 化学式: C₂₆H₄₄O₉
• 分子量: 500.63
• InChiKey: UPQAIAYURNCTLJ-QVCZLDJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  ethyl 2,6-anhydro-3-deoxy-4,5:7,8-di-O-isopropylidene-2-octyloxycarbonylmethyl-D-glycero-D-talo-octonate 在 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 (2R,4R,5R,6R)-2-Carboxymethyl-6-((R)-1,2-dihydroxy-ethyl)-4,5-dihydroxy-tetrahydro-pyran-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of C-(β-d-glycosyl) analogues of 3-deoxy-d-manno-2-octulosonic acid (Kdo) as potential inhibitors of CMP-Kdo synthetase

  摘要：

  Eight C-(beta-D-glycosyl) analogues (14-21) of Kdo (3-deoxy-D-manno-2-octulosonic acid) were obtained from isopropylidene-protected ester precursors and tested in vitro for their inhibitory activity on CMP-Kdo synthetase. None had more than minor inhibitory activity.

  DOI：

  10.1016/0008-6215(90)80066-c
• 作为产物：
  描述：

  溴乙酸正辛酯 、 以 四氢呋喃 为溶剂， 反应 2.0h， 以38%的产率得到ethyl 2,6-anhydro-3-deoxy-4,5:7,8-di-O-isopropylidene-2-octyloxycarbonylmethyl-D-glycero-D-talo-octonate
  参考文献：
  名称：

  Synthesis of C-(β-d-glycosyl) analogues of 3-deoxy-d-manno-2-octulosonic acid (Kdo) as potential inhibitors of CMP-Kdo synthetase

  摘要：

  Eight C-(beta-D-glycosyl) analogues (14-21) of Kdo (3-deoxy-D-manno-2-octulosonic acid) were obtained from isopropylidene-protected ester precursors and tested in vitro for their inhibitory activity on CMP-Kdo synthetase. None had more than minor inhibitory activity.

  DOI：

  10.1016/0008-6215(90)80066-c