Ferrocene Compounds. XXIX. Efficient Syntheses of 1'-Aminoferrocene-1-carboxylic Acid Derivatives (CROSBI ID 97071)
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Barišić, Lidija ; Rapić, Vladimir ; Kovač, Veronika
engleski
Ferrocene Compounds. XXIX. Efficient Syntheses of 1'-Aminoferrocene-1-carboxylic Acid Derivatives
The syntheses of 1'-aminoferrocene-1-carboxylic acid (2a) and its derivatives are reported. Reaction of 1'-methoxycarbonylferrocene-1-carboxylic acid with ethyl chloroformate/ triethylamine/ sodium azide gave methyl 1'-azidocarbonylferrocene-1-carboxylate (4), which was rearranged in acetic anhydride and hydrolyzed into N-acetyl derivative of 2a. Azide 4 was converted into the corresponding benzyl carbamate 7, which was hydrolyzed into acid carbamate 9 and hydrogenated into amino acid 2a. The crucial intermediate 4 was transformed into tert-butyl carbamate 10 and hydrolyzed into N-Boc-2a.
ferrocene; 1'-aminoferrocene-1-carboxylic acid; C-protected derivatives of; N-protected derivatives of
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