7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N,N',N''-tricarbo-tert-butoxythermospermine | 152754-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N,N',N''-tricarbo-tert-butoxythermospermine
• CAS: 152754-86-4
• 化学式: C₃₃H₆₈N₄O₇Si
• 分子量: 661.011
• InChiKey: HLLSXVHVHRENOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.14
• 重原子数：
  45.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  132.66
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N,N',N''-tricarbo-tert-butoxythermospermine 在 palladium on activated charcoal 4-二甲氨基吡啶 、 四丁基氟化铵 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 23.0 ℃ 、101.33 kPa 条件下， 反应 71.0h， 生成 1-<12-Amino-5,9-diaza-7-<1-<2-<(4-azidobenzoyl)oxy>ethyl>>dodecanoyl>-N-butyryltyrosinamide
  参考文献：
  名称：

  Synthesis of philanthotoxin analogs with a branched polyamine moiety

  摘要：

  Philanthotoxin (PhTX-433), a potent noncompetitive inhibitor of the L-glutamate receptors and the nicotinic acetylcholine receptors of vertebrates and invertebrates, has a butyryl-tyrosyl-thermo-spermine structure. Several synthetic analogs of PhTX with hydrophobic alkyl branches in the polyamine chain exhibit 6- to 10-fold enhanced activities to various receptors. Because the branched analogs exhibit such unique activities and because of their importance in tertiary structural studies of ligand/receptor binding, methods for preparing branched PhTX analogs, including photolabile analogs, are presented.

  DOI：

  10.1021/jo00076a017
• 作为产物：
  描述：

  2-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N-1-(2-cyanoethyl)-1-aminopropan-3-ol 在 palladium on activated charcoal sodium tetrahydroborate 、 N-氯代丁二酰亚胺 、 lithium aluminium tetrahydride 、 二甲基硫 、 氢气 、 sodium sulfate 作用下， 以 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， -25.0~23.0 ℃ 、101.33 kPa 条件下， 反应 56.08h， 生成 7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N,N',N''-tricarbo-tert-butoxythermospermine
  参考文献：
  名称：

  Synthesis of philanthotoxin analogs with a branched polyamine moiety

  摘要：

  Philanthotoxin (PhTX-433), a potent noncompetitive inhibitor of the L-glutamate receptors and the nicotinic acetylcholine receptors of vertebrates and invertebrates, has a butyryl-tyrosyl-thermo-spermine structure. Several synthetic analogs of PhTX with hydrophobic alkyl branches in the polyamine chain exhibit 6- to 10-fold enhanced activities to various receptors. Because the branched analogs exhibit such unique activities and because of their importance in tertiary structural studies of ligand/receptor binding, methods for preparing branched PhTX analogs, including photolabile analogs, are presented.

  DOI：

  10.1021/jo00076a017