82038-34-4

Usage

Uses

Used in Pharmaceutical Industry:
Boc-N-Me-Tyr-OH is used as a building block for the synthesis of tyrosyl derivatives, which are known to modulate the activity of the P2X7 receptor. This receptor plays a crucial role in various physiological processes, including inflammation, neurotransmission, and cell death. By targeting the P2X7 receptor, tyrosyl derivatives can potentially be developed into novel therapeutic agents for the treatment of various diseases, such as neurodegenerative disorders, inflammatory conditions, and cancer.

InChI:InChI=1/C15H21NO5.C12H23N/c1-15(2,3)21-14(20)16(4)12(13(18)19)9-10-5-7-11(17)8-6-10;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h5-8,12,17H,9H2,1-4H3,(H,18,19);11-13H,1-10H2/t12-;/m0./s1

Upstream product

• 112196-59-5 methyl N-(tert-butoxycarbonyl)-N-methyl-L-tyrosinate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 112196-57-3 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-((tert-butyldimethylsilyl)-oxy)phenyl)propanoate 
• 60-18-4 L-tyrosine 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 1080-06-4 L-Tyr-OMe 
• 2130-96-3 O-benzyl-N-tert-butoxycarbonyl-L-tyrosine 

Downstream Products

• 84254-47-7 methyl N-boc-N-methyl-L-tyr-N-methyl-L-tyrosinate 
• 516472-82-5 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-phenethylpiperazine 
• 516472-86-9 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(4-chlorophenyl)piperazine 
• 516473-06-6 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-pyrimidin-2-ylpiperazine 
• 516472-99-4 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-o-tolylpiperazine 
• 516472-98-3 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(2-chlorophenyl)piperazine 
• 516473-00-0 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(2-methoxyphenyl)piperazine 
• 516472-93-8 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(4-fluorobenzyl)piperazine 
• 516472-95-0 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(4-nitrobenzyl)piperazine 
• 516472-87-0 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(4-iodophenyl)piperazine 
• 516472-94-9 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(4-fluorobenzoyl)piperazine 
• 516473-08-8 1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-benzylpiperidine 
• 178208-43-0 (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester 
• 117710-21-1 methyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-N,O-dimethyl-L-tyrosinate 

Relevant academic research and scientific papers

Conjugate of cytotoxin molecule and cell binding receptor molecule

A conjugate of a strong cytotoxin molecule and a cell binding receptor molecule has a structure shown in a molecular formula (I), wherein T, L, m, n, -----, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12 and R13 are defined in the text. The conjugate is used for treating cancer, immunological diseases and infectious diseases.

Tertiary-butoxycarbonyl (Boc) – A strategic group for N-protection/deprotection in the synthesis of various natural/unnatural N-unprotected aminoacid cyanomethyl esters

A number of cyanomethyl esters of natural/unnatural aminoacids with un-protected amino functionality were synthesized because of their synthetic and medicinal importance. Critical N-Boc deprotection methods in the presence of labile (hydrolytic sensitivity) cyanomethyl functionality were screened thoroughly and it was found that readily available 4M HCl in 1,4-dioxane solution (2–4 equiv); acetonitrile, 0 °C, 2–4 h was a suitable condition. This condition was generalized and successfully applied to a variety of alkyl, alkynyl, aryl, heteroaryl, benzyl, azido, spiro amino acid cyanomethylesters irrespective of the nature of the amine (primary or secondary) and the distance between the amine and ester group to achieve final deprotected amino esters with high yield, and purity compared to other commonly known N-protecting groups (Cbz, Fmoc, Ac, Bn, Bz etc.). It was also demonstrated that N-Boc protected aminoacid cyanomethylesters are stable enough to carry out further functionalization compared to N-unprotected counterparts.

Synthesis of (9R,12S)- and (9S,12S)-cycloisodityrosine and their N-methyl derivatives

Full details of the synthesis of (9R,12S)- and (9S,12S)-cycloisodityrosine and their N-methyl derivatives are detailed based on an intramolecular nucleophilic aromatic substitution reaction for formation of the key biaryl ether with 14-membered ring macrocyclization. Their comparison with prior samples and the documentation of a facile C9 epimerization within the natural 9S series are described.

SYNTHESIS OF CYCLO-N-METHYL-L-TYR-N-METHYL-L-TYR-D-ALA-L-ALA-O,N-DIMETHYL-L-TYR-L-ALA, A CYCLIC HEXAPEPTIDE RELATED TO THE ANTITUMOR AGENT DEOXYBOUVARDIN

A synthesis of the title cyclic hexapeptide is described.Its lack of antitumor activity shows that the 14-membered ring of deoxybouvardin is needed for activity.Efforts to oxidatively its phenolic groups failed to give deoxybouvardin.