FmocNH-DEG-CH2CONH-Gly-Phe-Leu-Gly-OH | 1321923-37-8

• 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: FmocNH-DEG-CH2CONH-Gly-Phe-Leu-Gly-OH
• CAS: 1321923-37-8
• 化学式: C₄₀H₄₉N₅O₁₀
• 分子量: 759.857
• InChiKey: AVMRYQDWDOFHCW-HEVIKAOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  55.0
• 可旋转键数：
  22.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  210.49
• 氢给体数：
  6.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  FmocNH-DEG-CH2CONH-Gly-Phe-Leu-Gly-OH 、 5-二甲基氨基萘-1-(n-(2-氨基乙基))磺酰胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以64%的产率得到FmocNH-DEG-CH2CONH-Gly-Phe-Leu-Gly-EDADNS
  参考文献：
  名称：

  A Convenient Route to Diversely Substituted Icosahedral Closomer Nanoscaffolds

  摘要：

  The design and synthesis of icosahedral polyhedral borane closomer motifs based upon carbonate and carbamate anchoring groups for biomedical applications are described. Dodecacarbamate closomers containing easily accessible groups of interest at their linker termini were synthesized via activation of the B-OH vertices as aryl carbonates and their subsequent reaction with primary amines. Novel dodecacarbonate closomers were successfully synthesized for the first time by reacting [closo-B(12)(OH)(12)](2-) with an excess of respective aryl chloroformates, utilizing relatively short reaction times, mild conditions and simple purification strategies, all of which had previously presented difficulties in closomer chemistry. This methodology for the 12-fold degenerate synthesis of carbonate and carbamate closomers will greatly facilitate further exploration of closomers as monodisperse nanomolecular delivery platforms.

  DOI：

  10.1021/ja204488p
• 作为产物：
  描述：

  2-{2-[2-(2-羟基乙氧基)乙氧基]乙基}-1H-异吲哚-1,3(2H)-二酮 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 、 5%-palladium/activated carbon 、 氢气 、 碳酸氢钠 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 肼 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， -15.0~20.0 ℃ 、101.33 kPa 条件下， 反应 2.33h， 生成 FmocNH-DEG-CH2CONH-Gly-Phe-Leu-Gly-OH
  参考文献：
  名称：

  A Convenient Route to Diversely Substituted Icosahedral Closomer Nanoscaffolds

  摘要：

  The design and synthesis of icosahedral polyhedral borane closomer motifs based upon carbonate and carbamate anchoring groups for biomedical applications are described. Dodecacarbamate closomers containing easily accessible groups of interest at their linker termini were synthesized via activation of the B-OH vertices as aryl carbonates and their subsequent reaction with primary amines. Novel dodecacarbonate closomers were successfully synthesized for the first time by reacting [closo-B(12)(OH)(12)](2-) with an excess of respective aryl chloroformates, utilizing relatively short reaction times, mild conditions and simple purification strategies, all of which had previously presented difficulties in closomer chemistry. This methodology for the 12-fold degenerate synthesis of carbonate and carbamate closomers will greatly facilitate further exploration of closomers as monodisperse nanomolecular delivery platforms.

  DOI：

  10.1021/ja204488p