A facile transformation of amino acids to functionalized coumarins.
نویسندگان
چکیده
The synthesis of novel chiral coumarins functionalized with proteinogenic amino acid side chains via N-protected γ-amino-β-keto esters and their incorporation into the cell permeable HIV-1 TAT peptide through the modified solid phase peptide synthesis are described.
منابع مشابه
A Crystallization-Induced Asymmetric Transformation using Racemic Phenyl Alanine Methyl Ester Derivatives as Versatile Precursors to Prepare Amino Acids
L-Tyrosine and L-Dopa are the precursors in the biological synthesis of amine neurotransmitters. On the other hand, phenylalanine as an aromatic amino acid (AAA) is a precursor in the synthesis of L-Tyrosine and L-Dopa. For some substrates such as amino acids, resolution by the formation of diastereomers offers an attractive alternative. Among different methods in this case, crystallization-ind...
متن کاملA facile synthesis of highly functionalized 4-arylcoumarins via Kostanecki reactions mediated by DBU.
An efficient synthesis of 4-arylcoumarins has been accomplished via Kostanecki reactions of 2-hydroxybenzophenones with acetic anhydride employing DBU at ambient temperature. Using the same strategy, several 2-acyloxybenzophenone derivatives were readily converted to 3,4-difunctionalized coumarins. This protocol offers a notable improvement in reaction conditions for coumarin synthesis and take...
متن کاملFacile and convenient synthesis of 2-amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitrile derivatives by electrocatalytically chemical transformation
2-Amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitrile derivatives are obtained in excellent yields with a simple and efficient procedure.This reaction can occur using electrocatalytic multicomponent chain transformation of aryl aldehydes, 2-hydroxynaphthalene-1,4-dione and malononitrile under neutral and mild conditions. Moreover, electrolysis is done in CH3CN as solvent, Te...
متن کاملSynthesis and Functionalization of Gold Nanoparticles by Using of Poly Functional Amino Acids
Synthesis and characterization of two functionalized gold nanoparticles by using of two poly functional amino acids (L-Arginine and L-Aspartic acid) are reported. The gold nanoparticles were reduced by sodium citrate and functionalized with L-Arginine at the pH of 7 and 11 and L-Aspartic acid at the pH of 7. Transmission electron microscopy, UV-Vis spectroscopy, dynamic light scattering, zeta p...
متن کاملAn organocatalytic Michael-cyclization cascade of 4-oxa-α,β-unsaturated carboxylic acids with aldehydes: facile synthesis of chiral γ-lactols and trisubstituted γ-lactones.
An organocatalytic Michael-cyclization cascade of aldehydes with 4-oxa-α,β-unsaturated carboxylic acids has been developed, giving functionalized γ-lactols with high yields and enantioselectivities. The products could be easily transformed into complex trisubstituted γ-lactones and γ-lactams.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 9 23 شماره
صفحات -
تاریخ انتشار 2011