5545-54-0

Usage

Uses

Used in Pharmaceutical Industry:
Z-TYR(TBU)-OH is used as a building block in peptide synthesis for the incorporation of tyrosine residues into specific peptide sequences. Its protective tert-butyl groups prevent unwanted reactions during the synthesis process, ensuring the production of desired pharmaceutical compounds with high purity and efficacy.
Used in Research Applications:
In research settings, Z-TYR(TBU)-OH serves as a valuable tool for the design and synthesis of novel peptides and pharmaceutical compounds. Its stability and compatibility with various chemical reactions facilitate the exploration of new peptide sequences and the development of innovative therapeutic agents.
Used in Peptide Synthesis:
Z-TYR(TBU)-OH is used as a protected amino acid in peptide synthesis, allowing for the controlled assembly of peptide chains with specific tyrosine residues. The protective tert-butyl groups can be selectively removed during the synthesis process, enabling the formation of the desired peptide sequences with minimal side reactions or degradation.
Used in Drug Design:
Z-TYR(TBU)-OH contributes to the development of novel pharmaceutical compounds by providing a stable and versatile building block for the incorporation of tyrosine residues. Its compatibility with various chemical reactions allows for the exploration of new drug candidates with improved pharmacological properties, such as enhanced potency, selectivity, and bioavailability.

Upstream product

• 5068-29-1 2-benzyloxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionic acid methyl ester 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 115-11-7 isobutene 
• 501-53-1 benzyl chloroformate 
• 16879-86-0 N-Benzyloxycarbonyl-L-tyrosin-(4-nitro-benzylester) 
• 949-67-7 L-tyrosine ethyl ester 
• 1164-16-5 Z-L-Tyr-OH 
• 16679-94-0 N-[(phenylmethoxy)carbonyl]-L-tyrosine 
• 60-18-4 L-tyrosine 
• 3417-91-2 L-tyrosine methyl ester HCl 
• 66328-78-7 N-(benzyloxycarbonyl)-O-tert-butyltyrosine ethyl ester 
• 16879-89-3 N-Benzyloxycarbonyl-O-tert.-butyl-L-tyrosin-(4-nitro-benzylester) 

Downstream Products

• 74293-19-9 N-benzyloxycarbonyl-O-(tert-butyl)-L-tyrosine p-nitrophenyl ester 
• 24735-61-3 N-Z-O-tert-butyl-L-tyrosine pentachlorophenyl ester 
• 74554-03-3 N-Z-O-tert-butyl-L-tyrosine pentafluorophenyl ester 
• 107941-81-1 N-(benzyloxycarbonyl)-O-tert-butyltyrosylglycylglycine ethyl ester 
• 55878-22-3 Z-Tyr(Bu^t)-Gly-OPh 
• 98607-20-6 N-benzyloxycarbonyl-O-t-butyl-L-tyrosyl-α-aminoisobutyric acid methyl ester 
• 85676-44-4 Z-Tyr(tert-Bu)-Har-OMe 
• 146118-32-3 {1-[(S)-2-Benzyloxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyl]-piperidin-4-yloxy}-acetic acid tert-butyl ester 
• 1164-16-5 Z-L-Tyr-OH 
• 109953-91-5 [1-(4-tert-butoxy-benzyl)-2-hydroxy-ethyl]-carbamic acid benzyl ester 
• 73116-15-1 N-Z-O-tert-butyl-L-tyrosyl-L-threonine methyl ester 
• 802912-24-9 (4S)-3-(benzyloxycarbonyl)-4-(4-tert-butoxyphenylmethyl)-1,3-oxazolidin-5-one 
• 699536-17-9 benzyl [(S)-2-(4-tert-butoxyphenyl)-1-(methoxy(methyl)carbamoyl)ethyl]carbamate 
• 1027054-48-3 4-(4-tert-butoxy-benzyl)-5-oxo-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

A N-(9-fluorenylmethyloxycarbonyl)-O-tert-butyl-L-tyrosine method for the preparation of

The invention relates to a method for preparing N-(9-fluorenylmethoxy carbony)-O-tertiary butyl-L-tyrosine. The problem that an enantiomer is easily generated is solved. The method comprises the following synthetic steps: (1) dissolving L-Tyr into a methanol solution, adding SOCl2 and then carrying out reflux reaction, so as to obtain Tyr-OMe.HCl; (2) dissolving the Tyr-OMe.HCl into a water solution, adding AcOEt and Na2CO3 and then reacting with Z-Cl, and controlling the pH of the system at 7-10, so as to obtain Z-L-Tyr-OMe; (3) dissolving the Z-L-Tyr-OMe into a CH2Cl2 solution, adding H2SO4 and isobutene, reacting at normal temperature for 1-10 days, so as to obtain Z-L-Tyr(tBu)-OMe; (4) adding the NaOH solution to the Z-L-Tyr(tBu)-OMe to react, so as to obtain Z-L-Tyr(tBu); (5) dissolving the Z-L-Tyr(tBu) into methanol, adding Pd/C, and leading in hydrogen to react, so as to obtain L-Tyr(tBu); (6) dissolving Z-L-Tyr(tBu) into the water solution, adding the Na2CO3 and THF and then reacting with Fmoc-osu, and controlling the pH of the system at 8-10, so as to obtain Fmoc-Tyr(tBu). By adopting the method, generation of the enantiomer is avoided, and the citric acid is taken as an acidifier, so that the product is more stable, and the reaction processes do not relate to high-temperature and high-pressure reaction, and the method is applicable to large-scale production.

Syntheses of amino alcohols and chiral C2-symmetric bisoxazolines derived from O-alkylated R-4-hydroxyphenylglycine and S-tyrosine

Chiral C2-symmetric bisoxazolines 1b-f and 2b,c, derived from 4′-O-alkylated R-4-hydroxyphenylglycine or S-tyrosine, were prepared. As intermediates, a series of chiral amino alcohols possessing substituted phenolic groups was prepared and fully characterized.