Microwave‐Assisted Formation of Peptide–Vitamin Conjugates

Abstract

Amino acid and peptide conjugates with vitamin B3, H, E and D3 were synthesized by using microwave irradiation in good to satisfactory yields. In addition, a novel benzotriazole‐activated biotin intermediate has been introduced, which could serve as an alternative biotinylation agent.

Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins

“…101–102 °C, lit. (101–102 °C) [ 15 ]. 1 H-NMR (400 MHz, DMSO- d 6 ) δ 9.22 (s, 1H, N=CH-C-C=O), 8.90 (d, J = 6.5 Hz, 1H, Ar-H), 8.50–8.48 (m, 1H, Ar-H), 8.33 (dd, J = 17.6 Hz, 8.4 Hz, 2H,Ar-H), 7.86 (t, J = 7.8 Hz, 1H, Ar-H), 7.71–7.66 (m, 2H, Ar-H).…”

Microwave-Assisted Synthesis of Biotin Conjugates with Quinolone Antibiotics via Amino Acids

“…Biotin activated as a benzotriazolide moiety 1 was coupled with free amino acids in DMF under microwave irradiation at 70°C for 30 minutes in the presence of 2 equivalents of triethylamine to give compounds 3. 26 Attempts to prepare benzotriazole derivatives of biotin-amino acid conjugates 3 failed because of poor solubility (Scheme 1). We therefore synthesized the bis-conjugates of biotin-antibiotic 12a-l, first by coupling Boc-protected aminoacylbenzotriazoles 6a-d 27 with the antibiotics 7-9 (Scheme 2) to give Boc-protected amino acid-antibiotic conjugates 10a-l and then removing the Boc group by 1,4-dioxane-HCl (Scheme 3, vide infra).…”