1-N-tert-butyloxycarbonyl-4-N-benzyl-4-N-(α-N-tosylalanyl)-(1,4)-diaminobutan-2-ol | 206268-25-9

• 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: 1-N-tert-butyloxycarbonyl-4-N-benzyl-4-N-(α-N-tosylalanyl)-(1,4)-diaminobutan-2-ol
• 英文别名: tert-butyl N-[4-[benzyl-[2-[(4-methylphenyl)sulfonylamino]propanoyl]amino]-2-hydroxybutyl]carbamate
• CAS: 206268-25-9
• 化学式: C₂₆H₃₇N₃O₆S
• 分子量: 519.662
• InChiKey: HPFXQRBVVKLEKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-N-tert-butyloxycarbonyl-4-N-benzyl-4-N-(α-N-tosylalanyl)-(1,4)-diaminobutan-2-ol 在 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 生成
  参考文献：
  名称：

  Synthesis of new perhydro-(1,4)-diazepin-2-ones as constrained peptidomimetics

  摘要：

  New access to substituted perhydro-(1,4)-diazepin-2-ones has been developed through either a Mitsunobu reaction or an amide bond formation for the cyclisation key step. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00060-4
• 作为产物：
  描述：

  2-benzyl-5-tert-butyloxycarbonylaminomethyl-(1,2)-isoxazolidine 在 palladium dihydroxide 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 生成 1-N-tert-butyloxycarbonyl-4-N-benzyl-4-N-(α-N-tosylalanyl)-(1,4)-diaminobutan-2-ol
  参考文献：
  名称：

  Synthesis of new perhydro-(1,4)-diazepin-2-ones as constrained peptidomimetics

  摘要：

  New access to substituted perhydro-(1,4)-diazepin-2-ones has been developed through either a Mitsunobu reaction or an amide bond formation for the cyclisation key step. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00060-4

文献信息

• Synthesis of perhydrodiazepinones as new putative peptidomimetics
  作者：André Nouvet、Marc Binard、Frédéric Lamaty、Jean Martinez、René Lazaro

  DOI：10.1016/s0040-4020(99)00130-1

  日期：1999.4

  New functionalized 7-membered azaheterocycles (perhydrodiazepinones) have been designed as new scaffolds supposed to mimick peptide gamma-turns constrained by an ethylene bridge. They were synthesized by either lactam cyclisation on an aminoacid compound outcoming from a glutamic acid derivative starting material or through an intramolecular Mitsunobu reaction on diaminoalcohol linear precursors. Furthermore, as a new strategy useful for combinatorial chemistry, the second synthesis has been investigated on a soluble polymer support(PEG). (C) 1999 Elsevier Science Ltd. All rights reserved.