1,5-Dideoxy-1,5-{[(E)-3-(t-butyldimethylsilyl)-2-propenyl]imino}-d-glucitol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1,5-Dideoxy-1,5-{[(E)-3-(t-butyldimethylsilyl)-2-propenyl]imino}-d-glucitol
• 英文别名: (2R,3R,4R,5S)-1-[(E)-3-(tert-Butyl-dimethyl-silanyl)-allyl]-2-hydroxymethyl-piperidine-3,4,5-triol；(2R,3R,4R,5S)-1-[(E)-3-[tert-butyl(dimethyl)silyl]prop-2-enyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
• 化学式: C₁₅H₃₁NO₄Si
• 分子量: 317.501
• InChiKey: WASNYRFAHIVQBS-CCCOFDIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  84.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-叔丁基二甲基甲硅烷基-2-丙炔-1-醇 在 三乙胺 、 N,N-二异丙基乙胺 、 红铝 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,5-Dideoxy-1,5-{[(E)-3-(t-butyldimethylsilyl)-2-propenyl]imino}-d-glucitol
  参考文献：
  名称：

  New deoxynojirimycin derivatives as potent inhibitors of intestinal α-glucohydrolases

  摘要：

  New N-alkyl, alkenyl and benzyl substituted DNJ derivatives incorporating a silicon atom in the substituent were synthesised. Kinetic parameters (K-i, t(1/2)) for inhibition of rat intestinal alpha-glucohydrolases as well as human lysosomal alpha-glucosidases were measured. New DNJ derivatives are potent and selective inhibitors of intestinal alpha-glucohydrolases. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00012-7

文献信息

• N-derivatives of 1-deoxy nojirimycin
  申请人：Merrell Dow Pharmaceuticals, Inc.

  公开号：US05252587A1

  公开（公告）日：1993-10-12

  This invention relates to novel N-derivatives of 1-deoxy nojirimycin, to the method for their preparation and to their use in the treatment of diabetes and the use against retro-viruses, particularly in the treatment of acquired immuno-deficiency syndrome (AIDS).

  这项发明涉及新颖的1-去氧诺吉林N-衍生物，涉及它们的制备方法以及它们在糖尿病治疗和对抗逆转录病毒的用途，特别是在治疗获得性免疫缺陷综合症（AIDS）方面的用途。
• New deoxynojirimycin derivatives as potent inhibitors of intestinal α-glucohydrolases
  作者：Brigitte Lesur、Jean-Bernard Ducep、Marie-Noelle Lalloz、Anne Ehrhard、Charles Danzin

  DOI：10.1016/s0960-894x(97)00012-7

  日期：1997.2

  New N-alkyl, alkenyl and benzyl substituted DNJ derivatives incorporating a silicon atom in the substituent were synthesised. Kinetic parameters (K-i, t(1/2)) for inhibition of rat intestinal alpha-glucohydrolases as well as human lysosomal alpha-glucosidases were measured. New DNJ derivatives are potent and selective inhibitors of intestinal alpha-glucohydrolases. (C) 1997, Elsevier Science Ltd.