methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-[3-(phenylamino)-3-(methylsulfonylimino)propoxy]-D-glycero-D-galacto-non-2-enonate | 1304780-01-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-[3-(phenylamino)-3-(methylsulfonylimino)propoxy]-D-glycero-D-galacto-non-2-enonate
• CAS: 1304780-01-5
• 化学式: C₂₅H₃₅N₃O₁₀S
• 分子量: 569.633
• InChiKey: KFTJRYBLYRTUJI-CPWLSYGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  39.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  171.08
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-[3-(phenylamino)-3-(methylsulfonylimino)propoxy]-D-glycero-D-galacto-non-2-enonate 在 溶剂黄146 作用下， 反应 0.5h， 以100%的产率得到5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-[3-(phenylamino)-3-(methanesulfonylimino)propoxy]-D-glycero-D-galacto-non-2-enonic acid methyl ester
  参考文献：
  名称：

  Syntheses of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid analogues modified by N-sulfonylamidino groups at the C-4 position and biological evaluation as inhibitors of human parainfluenza virus type 1

  摘要：

  Eleven novel sialidase inhibitors 9 and 10 with an N-sulfonylamidino group at the C-4 position of Neu 5Ac2en 1 against human parainfluenza virus type 1 (hPIV-1) were synthesized using copper-catalyzed three-component coupling reactions, and their inhibitory activities against hPIV-1 sialidase were studied. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.010
• 作为产物：
  描述：

  methyl 5-acetamido-8,9-O-isopropylidene-2,3,5-trideoxy-D-glycero-D-galacto-non-2-enopyranosonate 在 copper(l) iodide 、 15-冠醚-5 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.25h， 生成 methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-[3-(phenylamino)-3-(methylsulfonylimino)propoxy]-D-glycero-D-galacto-non-2-enonate
  参考文献：
  名称：

  Syntheses of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid analogues modified by N-sulfonylamidino groups at the C-4 position and biological evaluation as inhibitors of human parainfluenza virus type 1

  摘要：

  Eleven novel sialidase inhibitors 9 and 10 with an N-sulfonylamidino group at the C-4 position of Neu 5Ac2en 1 against human parainfluenza virus type 1 (hPIV-1) were synthesized using copper-catalyzed three-component coupling reactions, and their inhibitory activities against hPIV-1 sialidase were studied. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.010