2-(azidomethyl)-1-methyl-4-(4-((tert-butyldimethylsilyl)oxy)benzylidene)-4,5-dihydro-1H-imidazol-5(4H)-one | 1334240-44-6

• 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: 2-(azidomethyl)-1-methyl-4-(4-((tert-butyldimethylsilyl)oxy)benzylidene)-4,5-dihydro-1H-imidazol-5(4H)-one
• CAS: 1334240-44-6
• 化学式: C₁₈H₂₅N₅O₂Si
• 分子量: 371.514
• InChiKey: DMHFMGSOPXCZFF-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  2-(bromomethyl)-1-methyl-4-(4-((tert-butyldimethylsilyl)oxy)benzylidene)-4,5-dihydro-1H-imidazol-5(4H)-one 在 sodium azide 作用下， 以 乙醇 为溶剂， 反应 0.25h， 以87%的产率得到2-(azidomethyl)-1-methyl-4-(4-((tert-butyldimethylsilyl)oxy)benzylidene)-4,5-dihydro-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  Synthesis of biosynthetic precursors of chromophores of red fluorescent proteins

  摘要：

  A method for the synthesis of 5-arylidene-3,5-dihydro-4H-imidazol-4-ones corresponding to the chromophore of the green fluorescent protein ( GFP) with acylaminoalkyl substituents at position 2 of the imidazolone core has been developed. These biomimetic model compounds are the precursors of the chromophores of red fluorescent proteins. The method is based on the masking of the dehydrotyrosine fragment of target compounds by the beta-hydroxytyrosine moiety. The key stages of the synthesis include the condensation of beta-hydroxytyrosine with the appropriate N-acetylamino acid, the unmasking of dehydrotyrosine by O-acylation with subsequent elimination, and the cyclization of the resulting 3-acylaminocinnamic acid derivatives in basic medium.

  DOI：

  10.1134/s1068162011040066