Triethylamine → Vancomycin

Participants

Reaction Conditions

Reaction Steps

Triethylamine (2 mL) was added to a DMF solution (30 mL) containing vancomycin hydrochloride (1 g), biotinlyated amine (biotin-hexanediamine-aminocaproic acid, 0.4 g), and N-hydroxybenzothiazole (200 mg). After addition of 1,3-dicyclohexylcarbodiimide (1.48 g), the mixture was heated at 50° C. for 10 h and then left at ambient temperature for overnight. The solvent was evaporated to dryness. The residue was eluted on a silica gel column firstly using ethyl acetate:methanol:dichloromethane:ammonium hydroxide (6:6:2:1.2 by volume), and then 5-7% by volume of ammonium hydroxide in methanol. The ammonium-methanol fractions containing vancomycin bidentate was pooled, and the solvent was evaporated to give the solid vancomycin bidentate (yield: 0.16 g).

Provenance & Evidence