作者:Sylvester Klutchko、John C. Hodges、C. John Blankley、Norman L. Colbry
DOI:10.1002/jhet.5570280118
日期:1991.1
New derivatives of the naturally occurring amino acid 4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid (spinacine) are reported. These include amide, ester, 5-alkyl and acyl, and regiospecific Nim-alkyl and aralkyl derivatives. Synthesis via the Pictet-Spengler reaction on Nim-substituted histidines is described. Cyclic hydantoin derivatives of spinacines are included.
报道了天然存在的氨基酸4,5,6,7-四氢-1 H-咪唑并[4,5 - c ]吡啶-6-羧酸(斯皮纳辛)的新衍生物。这些包括酰胺,酯,5-烷基和酰基,和区域专一Ñ IM -烷基和芳烷基衍生物。描述了通过在N个im-取代的组氨酸上的Pictet-Spengler反应进行的合成。包括菠菜碱的环状乙内酰脲衍生物。
Regiospecific alkylation of histidine and histamine at N-1 (τ)
作者:Rahul Jain、Louis A. Cohen
DOI:10.1016/0040-4020(96)00187-1
日期:1996.4
Series of 1-alkyl histidines and histamines have been synthesized by the alkylation of the corresponding 5,6,7,8-tetrahydro-5-oxoimidazo[1,5-c]pyrimidines with alkyl halides in aprotic solvents. The method of conversion of the intermediate quaternary salt to the amino acid or amine depends on the nature of the alkyl group.