Work

Derivatives of (5-Oxooxazolidin-4-yl)acetic acids in aspartic acid α-carboxyl protection: a word of caution

Year: 2024

Type: article

Abstract: Isomeric products could be isolated in a reaction of pentafluorophenyl ester of (S)-2-(3-((benzyloxy)-carbonyl)-5-oxooxazolidin-4-yl)acetic acid with aminoacid esters. One product is an expected dipeptide, the isomeric one is an N-hydroxymethylamino succinimide – a product of methylene bridge cleavavge. Steric bulkness of aminoacid esters favors the formation of a peptide, however the reaction selectivity is quite unpredicatable. Moreover, the precise structure assignement requires high-temperature NMR experiments.

Source: Биоорганическая химия

DOI: 10.31857/s0132342324030084

Authors: V. N. Azev, A. N. Chulin, M. V. Molchanov, A. I. Miroshnikov

Institutions: Institute of Bioorganic Chemistry, Institute of Theoretical and Experimental Biophysics

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: bronze

OpenAlex ID: W4401493238

FWCI:

Cites: 9

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Related to: 10