methyl 6-[N2-(tert-butyloxycarbonyl)-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl]aminohexanoate | 1012331-17-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 6-[N2-(tert-butyloxycarbonyl)-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl]aminohexanoate
• CAS: 1012331-17-7
• 化学式: C₂₄H₄₅N₃O₉
• 分子量: 519.636
• InChiKey: RUYYGVODSNMZDK-WRJHFWDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.34
• 重原子数：
  36.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  177.89
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  methyl 6-[N2-(tert-butyloxycarbonyl)-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl]aminohexanoate 在 甲醇 、 乙酰氯 作用下， 反应 20.0h， 生成
  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
• 作为产物：
  描述：

  methyl 6-{[N⁶-(benzyloxycarbonyl)-N²-(tert-butoxycarbonyl)-L-lysyl]amino}hexanoate 、 benzyl 2,6-di-O-benzyl-β-L-arabino-hexofuranosid-5-ulose 在 Pd(OH)2/C 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 25.0h， 以69%的产率得到methyl 6-[N2-(tert-butyloxycarbonyl)-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl]aminohexanoate
  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