N6-dansyl-N2-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysineamide | 1101113-28-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N6-dansyl-N2-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysineamide
• 英文别名: (2S)-6-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-2-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanamide
• CAS: 1101113-28-3
• 化学式: C₂₄H₃₆N₄O₇S
• 分子量: 524.638
• InChiKey: XESPNCQXXNOOPS-XLGPZGCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  185
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  benzyl 2,6-di-O-benzyl-β-L-arabino-hexofuranosid-5-ulose 、 (S)-methyl 2-amino-6-(tert-butoxycarbonylamino)hexanoate 、 丹酰氯 在 Pd(OH)2/C 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 25.0h， 以9.5 mg的产率得到N6-dansyl-N2-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysineamide
  参考文献：
  名称：

  1-Deoxygalactonojirimycin-lysine hybrids as potent d-galactosidase inhibitors

  摘要：

  Cyclization by double reductive amination of L-arabino-hexos-5-ulose with suitably protected D- as well as L-lysine derivatives provided 1-deoxygalactonojirimycin lysine hybrids without any observable epimer formation at C-5. Modi. cations on the lysine moiety by acylation gave access to lipophilic derivatives which exhibited excellent D-galactosidase inhibitory activities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.054

文献信息

• 1-Deoxygalactonojirimycin-lysine hybrids as potent d-galactosidase inhibitors
  作者：Andreas J. Steiner、Georg Schitter、Arnold E. Stütz、Tanja M. Wrodnigg、Chris A. Tarling、Stephen G. Withers、Katrin Fantur、Don Mahuran、Eduard Paschke、Michael Tropak

  DOI：10.1016/j.bmc.2008.10.054

  日期：2008.12.15

  Cyclization by double reductive amination of L-arabino-hexos-5-ulose with suitably protected D- as well as L-lysine derivatives provided 1-deoxygalactonojirimycin lysine hybrids without any observable epimer formation at C-5. Modi. cations on the lysine moiety by acylation gave access to lipophilic derivatives which exhibited excellent D-galactosidase inhibitory activities. (C) 2008 Elsevier Ltd. All rights reserved.