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Hydroxybenzoyl Chlorides in the Synthesis of Conjugates with Biologically Active Dipeptides

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Abstract

Conjugates of hydroxy- and acetoxybenzoic acids with dipeptides based on 4-aminobutanoic acid and glycine were synthesized through hydroxy(acetoxy)benzoyl chlorides and 4-[hydroxy(acetoxy)benzoyl­amino]butanoyl chlorides as intermediate products. Acyl chlorides were prepared by treatment of the corre­sponding acids with oxalyl chloride in the presence of dimethylformamide at a ratio of 1:1.1:0.07 in boiling benzene. The target N-[hydroxy(acetoxy)benzoyl] derivatives of dipeptides were obtained with high yields, and no further purification of the products was necessary. The synthesized compounds were evaluated as potential neuroprotective agents.

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Authors and Affiliations

  1. Volgograd State Medical University, Ministry of Health of the Russian Federation, 400131, Volgograd, Russia

    A. K. Brel, S. V. Lisina & Yu. N. Budaeva

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  1. A. K. Brel
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  2. S. V. Lisina
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  3. Yu. N. Budaeva
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Correspondence to S. V. Lisina.

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Translated from Zhurnal Organicheskoi Khimii, 2021, Vol. 57, No. 4, pp. 517–523 https://doi.org/10.31857/S0514749221040066.

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Brel, A.K., Lisina, S.V. & Budaeva, Y.N. Hydroxybenzoyl Chlorides in the Synthesis of Conjugates with Biologically Active Dipeptides. Russ J Org Chem 57, 540–544 (2021). https://doi.org/10.1134/S1070428021040060

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