3-Boc amidocyanogen-3-(3-nitryl-4-fluorophenyl) monoprop and preparation method thereof

Abstract

The invention relates to a compound disclosed as a formula (I) and a preparation method thereof. The preparation method comprises the following steps of: (1) reacting 4-fluorobenzaldehyde to generate 3-nitryl-4-fluorobenzaldehyde under the actions of oil of vitriol and strong nitric acid; (2) refluxing the 3-nitryl-4-fluorobenzaldehyde, propane diacid and ammonium acetate for 6-8 hours in an alcoholic solvent to obtain 3-nitryl-3-(3-nitryl-4-fluorophenyl) monoprop; (3) mixing the 3-nitryl-3-(3-nitryl-4-fluorophenyl) monoprop, a sodium carbonate solution with mass percent concentration of 8-12 percent and dioxane to form suspending liquid, adding Boc2O and a dioxane solution into the suspending liquid, and reacting to generate the 3-Boc amidocyanogen-3-(3-nitryl-4-fluorophenyl) monoprop.The 3-Boc amidocyanogen-3-(3-nitryl-4-fluorophenyl) monoprop is synthesized with other amino acids to obtain a series of polypeptide compounds which have certain inhibitory activity with histone deacetylase (HDAC). The invention has simple preparation method and high yield, and raw materials are easy to obtain.

Description

technical field

[0001] The invention relates to the field of organic synthesis, in particular to a 3-Boc amino-3-(3-nitro-4-fluorophenyl) propionic acid and a preparation method thereof. Background technique

[0002] Unnatural amino acids are amino acids encoded by non-protein genes, and have important applications in frontier biotechnology research such as genomics and proteomics. For example, α-unnatural amino acids are widely used in the study of proteins, nucleosides and nucleic acids: they can limit the conformational flexibility of polypeptides, provide deoxyribonucleic acid or ribonucleic acid molecules with stable secondary structure, enhance the ability of polypeptides to enzymes stability and improve pharmacokinetics and biological activity; β-unnatural amino acids are precursors of β-lactams and key components of many potential enzyme inhibitors, and have quite interesting pharmacological activities. β-unnatural amino acids have become more and more important syn...

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