7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N'''-carbobenzoxy-N,N',N''-tricarbo-tert-butoxythermospermine | 152769-36-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N'''-carbobenzoxy-N,N',N''-tricarbo-tert-butoxythermospermine
• CAS: 152769-36-3
• 化学式: C₄₁H₇₄N₄O₉Si
• 分子量: 795.145
• InChiKey: KSXRWTMBWPRIEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.11
• 重原子数：
  55.0
• 可旋转键数：
  19.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  144.97
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N'''-carbobenzoxy-N,N',N''-tricarbo-tert-butoxythermospermine 在 palladium on activated charcoal 四丁基氟化铵 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 23.0 ℃ 、101.33 kPa 条件下， 反应 65.5h， 生成 1-<12-(Carbo-tert-butoxyamino)-5,9-diaza-5,9-dicarbo-tert-butoxy-7-<1-(2-hydroxyethyl)>dodecanyl>-N-butyryl-O-(2-tetrahydropyranyl)tyrosinamide
  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-carbo-tert-butoxy-N-<1-(2-cyanoethyl)>-1-aminopropan-3-ol 在 sodium tetrahydroborate 、 N-氯代丁二酰亚胺 、 lithium aluminium tetrahydride 、 二甲基硫 、 sodium sulfate 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 47.83h， 生成 7-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N'''-carbobenzoxy-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