N(1),N(8)-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-spermidine | 193334-87-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酰胺
• 英文名称: N(1),N(8)-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-spermidine
• 英文别名: 2-[1-[4-[3-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethylamino]propylamino]butylamino]ethylidene]-5,5-dimethylcyclohexane-1,3-dione
• CAS: 193334-87-1
• 化学式: C₂₇H₄₃N₃O₄
• 分子量: 473.656
• InChiKey: JDKHAHYAWVPSSO-UHFFFAOYSA-N

物化性质

• 沸点：
  632.4±55.0 °C(Predicted)
• 密度：
  1.076±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  104.37
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N(1),N(8)-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-spermidine 在 氧气 作用下， 反应 72.0h， 生成 锥虫胱甘肽
  参考文献：
  名称：

  Solid phase applications of Dde and the analogue Nde: Synthesis of trypanothione disulphide

  摘要：

  Bis - Dde and Nde spermidine derivatives selectively protected on the primary amines were readily prepared and attached via the secondary amine group to a p-nitrophenyl-1-chloroformate pre-activated HMPA resin. Deprotection for Nde was monitored by colour change and UV absorption at 290 nm following which the trypanothione backbone was assembled by standard Fmoc procedures. Release from the resin with TFA and subsequent oxidation gave the trypanothione disulphide in > 80% overall yield. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01010-1
• 作为产物：
  描述：

  亚精胺 、 2-乙酰基-5,5-二甲基-1,3-环己二酮 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以96%的产率得到N(1),N(8)-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-spermidine
  参考文献：
  名称：

  Solid phase applications of Dde and the analogue Nde: Synthesis of trypanothione disulphide

  摘要：

  Bis - Dde and Nde spermidine derivatives selectively protected on the primary amines were readily prepared and attached via the secondary amine group to a p-nitrophenyl-1-chloroformate pre-activated HMPA resin. Deprotection for Nde was monitored by colour change and UV absorption at 290 nm following which the trypanothione backbone was assembled by standard Fmoc procedures. Release from the resin with TFA and subsequent oxidation gave the trypanothione disulphide in > 80% overall yield. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01010-1

文献信息

• Solid phase applications of Dde and the analogue Nde: Synthesis of trypanothione disulphide
  作者：Barrie Kellam、Barrie W. Bycroft、Siri Ram Chhabra

  DOI：10.1016/s0040-4039(97)01010-1

  日期：1997.7

  Bis - Dde and Nde spermidine derivatives selectively protected on the primary amines were readily prepared and attached via the secondary amine group to a p-nitrophenyl-1-chloroformate pre-activated HMPA resin. Deprotection for Nde was monitored by colour change and UV absorption at 290 nm following which the trypanothione backbone was assembled by standard Fmoc procedures. Release from the resin with TFA and subsequent oxidation gave the trypanothione disulphide in > 80% overall yield. (C) 1997 Elsevier Science Ltd.