(3S,4S,5R,6R)-4,5-dihydroxy-6-[(2,2,2-trichloroacetyl)amino]piperidine-3-carboxylic acid | 176640-80-5

• 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: (3S,4S,5R,6R)-4,5-dihydroxy-6-[(2,2,2-trichloroacetyl)amino]piperidine-3-carboxylic acid
• CAS: 176640-80-5
• 化学式: C₈H₁₁Cl₃N₂O₅
• 分子量: 321.545
• InChiKey: SQXVILAKFAXWNW-NEEWWZBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  119
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,4S,5R,6R)-4,5-dihydroxy-6-[(2,2,2-trichloroacetyl)amino]piperidine-3-carboxylic acid 在 acetate buffer 、 重水 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Glycosidase inhibitors of gem-diamine 1-N-iminosugars structures in media of enzyme assays

  摘要：

  The relationships between structures and inhibitory activities of glycosidase inhibitors of gem-diamine 1-N-iminosugars in media of enzyme assays have been investigated. It has been proved that gem-diamine 1-N-iminosugar smoothly undergoes a structural change to a hydrated ketone or its derivative via a hemiaminal in the media (pH 5.0-6.3), and that the products generated in the media as well as the parent gem-diamine 1-N-iminosugars potently inhibit glycosidases. (C) 2001 Elsevier Science Ltd. Al rights reserved.

  DOI：

  10.1016/s0968-0896(00)00330-8
• 作为产物：
  描述：

  (2S,3R,4S,5R)-2-amino-N-(tert-butoxycarbonyl)-5-hydroxymethyl-3,4-O-isopropylidene-3,4-piperidinediol 在 吡啶 、 盐酸 、 ruthenium(IV) oxide 、 sodium periodate 作用下， 以 1,4-二氧六环 、 四氯化碳 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 0.67h， 生成 (3S,4S,5R,6R)-4,5-dihydroxy-6-[(2,2,2-trichloroacetyl)amino]piperidine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and Antimetastatic Activity of 6-Trichloroacetamido and 6-Guanidino Analogues of Siastatin B.

  摘要：

  DOI：

  10.7164/antibiotics.49.321

文献信息

• JPH0971565A
  申请人：——

  公开号：JPH0971565A

  公开（公告）日：1997-03-18
• Synthesis and Antimetastatic Activity of 6-Trichloroacetamido and 6-Guanidino Analogues of Siastatin B.
  作者：TAKAHIKO SATOH、YOSHIO NISHIMURA、SHINICHI KONDO、TOMIO TAKEUCHI、MASAYUKI AZETAKA、HARUMI FUKUYASU、YUMIKO IIZUKA、SHOKICHI OHUCHI、SEIJI SHIBAHARA

  DOI：10.7164/antibiotics.49.321

  日期：——
• Glycosidase inhibitors of gem-diamine 1-N-iminosugars structures in media of enzyme assays
  作者：K Kondo

  DOI：10.1016/s0968-0896(00)00330-8

  日期：2001.5

  The relationships between structures and inhibitory activities of glycosidase inhibitors of gem-diamine 1-N-iminosugars in media of enzyme assays have been investigated. It has been proved that gem-diamine 1-N-iminosugar smoothly undergoes a structural change to a hydrated ketone or its derivative via a hemiaminal in the media (pH 5.0-6.3), and that the products generated in the media as well as the parent gem-diamine 1-N-iminosugars potently inhibit glycosidases. (C) 2001 Elsevier Science Ltd. Al rights reserved.