methyl Nα-[[6-N-(benzyloxycarbonyl)adenin-9-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate | 886208-35-1

• 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 Nα-[[6-N-(benzyloxycarbonyl)adenin-9-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate
• 英文别名: methyl N^α-[[6-N-(benzyloxycarbonyl)adenin-9-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate
• CAS: 886208-35-1
• 化学式: C₃₅H₄₃N₉O₈S
• 分子量: 749.848
• InChiKey: JUAZJJWHLKTDOO-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  53.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  228.61
• 氢给体数：
  5.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  methyl Nα-[[6-N-(benzyloxycarbonyl)adenin-9-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate 在 sodium hydroxide 、 WSC*HCl 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 6'-N-[N^α-[[6-N-(benzyloxycarbonyl)adenin-9-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginyl]neamine
  参考文献：
  名称：

  Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR–Tat

  摘要：

  Neamine derivatives hearing a nucleobase, adenine, cytosine. guanine or thymine with a lysine or an arginine as a linker have been synthesized and its potential as the inhibitor for HIV TAR-Tat interaction examined. Among them, modified neamine having an arginine-nucleobase showed a higher inhibition than that of the one having a lysine-nuclcobase. The difference of the nucleobase anchor did not characterize inhibition specificity. Also, stereochemistry of the amino acid in the compounds causes no difference in the inhibition for TAR-Tat. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.056
• 作为产物：
  描述：

  HArg(Pbf)-OMe 、 [6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid 在 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62.29%的产率得到methyl Nα-[[6-N-(benzyloxycarbonyl)adenin-9-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate
  参考文献：
  名称：

  Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR–Tat

  摘要：

  Neamine derivatives hearing a nucleobase, adenine, cytosine. guanine or thymine with a lysine or an arginine as a linker have been synthesized and its potential as the inhibitor for HIV TAR-Tat interaction examined. Among them, modified neamine having an arginine-nucleobase showed a higher inhibition than that of the one having a lysine-nuclcobase. The difference of the nucleobase anchor did not characterize inhibition specificity. Also, stereochemistry of the amino acid in the compounds causes no difference in the inhibition for TAR-Tat. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.056