80110-73-2

Usage

Uses

Used in Pharmaceutical Applications:
2,6-DiMethyltyrosine HCl is used as a precursor in the synthesis of various natural and pharmacologically active compounds, contributing to the development of new drugs and therapeutic agents.
Used in Research Applications:
2,6-DiMethyltyrosine HCl is used as a research tool for studying Parkinson's disease and other neurological disorders, aiding in the understanding of disease mechanisms and the development of targeted treatments.
Used in Drug Development:
2,6-DiMethyltyrosine HCl is used as a starting material in the creation of new drugs targeting specific protein receptors, potentially leading to more effective and selective therapeutic interventions.

Upstream product

• 81806-45-3 2',6'-dimethyltyrosine 
• 928138-99-2 (R)-2-Amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester; hydrochloride 
• 99953-00-1 (S)-N-Boc-2,6-dimethyltyrosine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 28924-92-7 4-(benzyloxy)-2,6-dimethylbenzaldehyde 
• 70547-87-4 2,6-dimethyl-4-hydroxybenzaldehyde 
• 928138-99-2 (S)-2-Amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester; hydrochloride 

Relevant academic research and scientific papers

Preparation of Constrained Unnatural Aromatic Amino Acids via Unsaturated Diketopiperazine Intermediate

Unnatural aromatic amino acids are useful tools in drug discovery, since their insertion in bioactive peptide sequences can change the side chains spatial orientation, the backbone conformation and above all, their bioactivity. In this communication, we propose a straightforward method to synthesize 2′,6′-dimethyl-tyrosine and 2′,6′-dimehylphenyl-alanine derivatives as handling building blocks for peptide synthesis via unsaturated diketopiperazine (DKP) intermediate.

Novel Mixed NOP/Opioid Receptor Peptide Agonists

The nociceptin/orphanin FQ (N/OFQ)/N/OFQ receptor (NOP) system controls different biological functions including pain and cough reflex. Mixed NOP/opioid receptor agonists elicit similar effects to strong opioids but with reduced side effects. In this work, 31 peptides with the general sequence [Tyr/Dmt1,Xaa5]N/OFQ(1-13)-NH2 were synthesized and pharmacologically characterized for their action at human recombinant NOP/opioid receptors. The best results in terms of NOP versus mu opioid receptor potency were obtained by substituting both Tyr1 and Thr5 at the N-terminal portion of N/OFQ(1-13)-NH2 with the noncanonical amino acid Dmt. [Dmt1,5]N/OFQ(1-13)-NH2 has been identified as the most potent dual NOP/mu receptor peptide agonist so far described. Experimental data have been complemented by in silico studies to shed light on the molecular mechanisms by which the peptide binds the active form of the mu receptor. Finally, the compound exerted antitussive effects in an in vivo model of cough.

Resolution method and application of 6- 2 sphingosahexanoic acid ester (I) as well as preparation method and application thereof (by machine translation)

The preparation method comprises the following steps 2: 6 - 2 preparing the racemic mixture of the dimethyl-L-tyrosine 2 through dynamic kinetic resolution, 6 - and then carrying out 2 dynamic kinetic resolution to obtain the compound salt 6 - of L-tyrosi

Solid-Phase Azopeptide Diels-Alder Chemistry for Aza-pipecolyl Residue Synthesis to Study Peptide Conformation

Solid-phase chemistry for the synthesis and Diels-Alder reaction of Fmoc-protected azopeptides has been developed and used to construct aza-pipecolyl (azaPip) peptides. Considering their ability to induce electronic and structural constraints that favor c

A practical and convenient Blanc-type chloromethylation catalyzed by zinc chloride under solvent-free conditions

Chloromethylation of various aromatic hydrocarbons and substituted phenolic derivatives with dimethoxymethane and chlorosulfonic acid was carried out in the presence of 10 mol% of ZnCl2 in a mild and efficient manner under solvent-free conditions. In addition, 2,6-dimethyltyrosine was synthesized in high yield via this protocol.

Pd-catalyzed dimethylation of tyrosine-derived picolinamide for synthesis of (S)-N-Boc-2,6-dimethyltyrosine and its analogues

A short and efficient synthesis of (S)-N-Boc-2,6-dimethyltyrosine utilizing palladium-catalyzed directed C-H functionalization is described. This represents the first general method for the ortho-dimethylation of tyrosine derivatives and offers a practical approach for preparing this synthetically important building block. Notably, throughout the reaction sequence no racemization occurs at the susceptible a-chiral centers.

Convenient, asymmetric synthesis of enantiomerically pure 2',6'- dimethyltyrosine (DMT) via alkylation of chiral equivalent of nucleophilic glycine

Asymmetric synthesis of (S)-2',6'-dimethyltyrosine (DMT) via reactions of 4'-benzyloxy-2',6'-dimethylbenzyl bromide with Ni(II)-complexes of the chiral Schiff base of glycine with (S)-o-[N-(N-benzylprolyl)amino]- benzophenone was developed. Inexpensive and readily available reagents and solvents involved, including recyclable chiral auxiliary, simplicity of the experimental procedures and high chemical yields, make this method synthetically attractive for preparing the target amino acids on a multi-gram scale. (C) 2000 Elsevier Science Ltd.

Process for producing 2,6-disubstituted tyrosine

A process for making 2,6-disubstituted tyrosine by the noble metal coupling of a disubstituted aromatic halide or diazonium salt with an amino-protected 2-aminoacrylic acid to form a (Z)-β-(disubstituted phenyl)-α-acylaminoacrylate, and asymmetrically hydrogenating the acrylate to produce the 2,6-disubstituted tyrosine.