73535-46-3

Upstream product

• 108-24-7 acetic anhydride 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 100-51-6 benzyl alcohol 
• 16652-64-5 O-benzyl-S-tyrosine 
• 537-55-3 N-acetyl-L-tyrosine 
• 100-44-7 benzyl chloride 
• 27513-44-6 N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 39613-68-8 N-acetyl-O-benzyl-L-tyrosine methyl ester 
• 57177-83-0 O-benzyltyrosine methyl ester 
• 2130-96-3 O-benzyl-N-tert-butoxycarbonyl-L-tyrosine 

Downstream Products

• 198628-73-8 (S)-2-{(S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-butyrylamino}-propionic acid 
• 215872-24-5 (R)-2-{(S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-butyrylamino}-propionic acid 
• 284038-40-0 N-acetyl-Tyrosine-Proline-aza-Glycine-amide 
• 1026287-89-7 (S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-N-((S)-1-pentylcarbamoyl-ethyl)-butyramide 
• 1026823-66-4 (S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-N-((S)-1-phenethylcarbamoyl-ethyl)-butyramide 
• 1026248-05-4 (S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-N-[(S)-1-(2-cyclohexyl-ethylcarbamoyl)-ethyl]-3-methyl-butyramide 
• 1026842-57-8 (S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-N-((R)-1-dihexylcarbamoyl-ethyl)-3-methyl-butyramide 
• 1026965-93-4 (S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-N-((S)-1-dihexylcarbamoyl-ethyl)-3-methyl-butyramide 

Relevant academic research and scientific papers

Design, synthesis and evaluation of novel metalloproteinase inhibitors based on l-tyrosine scaffold

A series of novel l-tyrosine derivatives were designed, synthesized and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and histone deacetylase 8 (HDAC-8). The results showed that these l-tyrosine derivatives exhibited inhibitory profiles against MMP-2 and HDAC-8. The compounds 6h (IC50 = 0.013 ± 0.001 μM) and 6j (IC 50 = 0.017 ± 0.001 μM) were equal potent MMP-2 inhibitors to the positive control NNGH (IC50 = 0.014 ± 0.001 μM). As for HDAC-8 inhibition, some of the hydroxamate compounds, such as 6d (IC 50 = 3.6 ± 0.2 μM) and 6c (IC50 = 5.8 ± 0.5 μM), were equal potent to the positive control SAHA (IC50 = 1.6 ± 0.1 μM). Structure-activity relationships were also briefly discussed.

Production method of O-substituted tyrosine compound

The present invention relates to a method of producing a compound represented by the formula [I] or a salt thereof, which comprises reacting a compound represented by the formula [II] or a salt thereof with a compound represented by the formula [III] or a salt thereof, in the presence of a base, in alcohol, and provides a production method of an O-substituted tyrosine compound, which is superior in productivity, versatility and safety, and economically and industrially useful: wherein each symbol is as defined in the specification.

Degradation of azaglycinamido residues in model tripeptides derived from goserelin

Three model tripeptides, N-acetyl-Tyr-Pro-azaGly-NH2 (NYPaG), Tyr-Pro- azaGly-NH2 (YPaG), and Tyr-Pro-Gly-NH2(YPG), were subjected to a systematic degradation study to get information about the degradation of the azaglycinamido residue The degradation products were characterized with LC- MS. Main degradation products of NYPaG possess partially or totally eliminated azaglycinamido residues, while YPaG and YPG are exhibit cyclo(Tyr- Pro) formation, a diketopiperazine. The influence of the pH on the degradation rate constant k(obs) was investigated for NYPaG and YPaG in the pH range 0.4-11. An U-shaped profile with an inflexion around pH 9 was found for NYPaG while the degradation rate of YPaG was independent of the pH. NYPaG apparently was subject to proton-, solvent-, and hydroxyl-catalyzed degradation reactions whereas YPaG only underwent solvent-catalyzed reactions. Some influence of acetate and phosphate ions on k(obs) was found for YPaG. Arrhenius plots of NYPaG and YPaG were found to be linear. (C) 2000 Wiley-Liss, Inc.

Polymer-Supported Mitsunobu Ether Formation and its Use in Combinatorial Chemistry

Aromatic hydroxy acids have been attached to a polymeric solid support and the phenolic hydroxy groups have been reacted with a variety of primary and secondary alcohols under the conditions of the Mitsunobu reaction (triphenylphosphine and diethyl azodicarboxylate) in tetrahydrofuran.In most cases the reaction provided a nearly quantitative yield of alkyl aryl ethers, as determined after cleaving theproduct from the resin.To demonstrate that the polymer-supported Mitsunobu reaction is useful for combinatorial library synthesis, we synthesized a number of model compounds and a simple three randomization step library composed of 4,200 different compounds.