(2R)-3-[[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid | 1228900-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2R)-3-[[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• CAS: 1228900-15-9
• 化学式: C₃₁H₃₆N₂O₆
• 分子量: 532.637
• InChiKey: HLIFXCXTXPXGNH-RUZDIDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  (2R)-3-[[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid 、 溴甲苯 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以95%的产率得到Nα-(9-fluorenylmethoxycarbonyl)-Nβ-benzyl-N'β-1-(4,4-dimethyl-2,6-dioxocycloex-1-ylidene)-3-methylbutyl-L-2,3-diaminopropionic acid
  参考文献：
  名称：

  Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves

  摘要：

  A new synthetic strategy to alkylate amino groups under mild conditions has been developed. It utilizes only 4 angstrom molecular sieves as base in order to promote the N-alkylation reaction, in presence of the appropriate alkyl halide. The methodology was validated by the simple and efficient side-chain N-alkylation of o-Ns-protected Fmoc-amino acid. One of them was introduced as building block into a peptide sequence, thus allowing the preparation of site-specific alkylated peptide molecules.

  DOI：

  10.1007/s00726-010-0798-6