2-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N-1-(2-cyanoethyl)-1-aminopropan-3-ol | 152754-89-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N-1-(2-cyanoethyl)-1-aminopropan-3-ol
• CAS: 152754-89-7
• 化学式: C₁₄H₃₀N₂O₂Si
• 分子量: 286.49
• InChiKey: YFWFKQNKZRTVFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  19.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  65.28
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  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 82.08h， 生成 1-<12-(Carbo-tert-butoxyamino)-5,9-diaza-5,9-dicarbo-tert-butoxy-7-<1-<2-<(tert-butyldimetylsilyl)oxy>ethyl>>dodecanyl>-N-carbobenzoxy-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：

  (3-溴丙氧基)叔丁基二甲基硅烷 在 lithium aluminium tetrahydride 、 锂硼氢 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 环己烷 、 二甲基亚砜 为溶剂， 反应 60.5h， 生成 2-<1-<2-<(tert-Butyldimethylsilyl)oxy>ethyl>>-N-1-(2-cyanoethyl)-1-aminopropan-3-ol
  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