methyl N-(tert-butyloxycarbonyl)-L-prolinyl-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl-L-alaninate | 1012331-18-8

• 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 N-(tert-butyloxycarbonyl)-L-prolinyl-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl-L-alaninate
• 英文别名: tert-butyl (2S)-2-[[(2S)-1-[[(2S)-1-methoxy-1-oxopropan-2-yl]amino]-1-oxo-6-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexan-2-yl]carbamoyl]pyrrolidine-1-carboxylate
• CAS: 1012331-18-8
• 化学式: C₂₆H₄₆N₄O₁₀
• 分子量: 574.672
• InChiKey: VJZNFELVXZFUAZ-MTUNSFAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  40
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  198
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl N-(tert-butyloxycarbonyl)-L-prolinyl-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl-L-alaninate 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：

  benzyl 2,6-di-O-benzyl-β-L-arabino-hexofuranosid-5-ulose 、 BOC-L-Pro-L-Lys(Z)-L-Ala-OMe 在 Pd(OH)2/C 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 25.0h， 以48.8%的产率得到methyl N-(tert-butyloxycarbonyl)-L-prolinyl-N6-(1,5-dideoxy-D-galactitol-1,5-diyl)-L-lysinyl-L-alaninate
  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