40298-69-9

Basic information

• Product Name: O-2,6-DICHLOROBENZYL-L-TYROSINE
• Synonyms: O-2,6-DICHLOROBENZYL-L-TYROSINE;H-TYR(2,6-CL2-BZL)-OH;H-TYR(2,6-DICLBZL)-OH;H-L-Tyr(2,6-Cl2-Bzl)-OH;L-Tyr(2,6-diClBzl)-OH
• CAS NO: 40298-69-9
• Molecular Formula: C₁₆H₁₅Cl₂NO₃
• Molecular Weight: 340.2
• Product Categories: Amino Acids
• Mol File: 40298-69-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Store at 0-5°C
• CAS DataBase Reference: O-2,6-DICHLOROBENZYL-L-TYROSINE(CAS DataBase Reference)
• NIST Chemistry Reference: O-2,6-DICHLOROBENZYL-L-TYROSINE(40298-69-9)
• EPA Substance Registry System: O-2,6-DICHLOROBENZYL-L-TYROSINE(40298-69-9)

Safety Data

• Hazardous Substances Data: 40298-69-9(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

Upstream product

• 60-18-4 L-tyrosine 
• 20443-98-5 2,6-Dichlorobenzyl bromide 

Downstream Products

• 60-18-4 L-tyrosine 
• 306775-51-9 (S)-N^α-phthaloyl-O-(2,6-dichlorobenzyl)tyrosine 
• 1020666-11-8 (S)-3-[4-(2,6-dichlorobenzyloxy)-phenyl]-2-ureidopropionic acid 
• 40298-71-3 N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine 
• 306775-52-0 (S)-N^α-phthaloyl-O-2,6-dichlorobenzyltyrosinylglycine tert-butyl ester 
• 306775-54-2 3-[2(S)-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-(4-(2,6-dichlorobenzyloxyphenyl))propanoyl]-5-oxazolidinone 
• 306775-53-1 (S)-N^α-phthaloyl-O-2,6-dichlorobenzyltyrosinylglycine 

Relevant articles and documents

Sulphonamide-based small molecule VLA-4 antagonists

The discovery of a sulphonamide by-product with VLA-4 antagonistic activity led to a series of potent, small molecule VLA-4 antagonists. Synthesis, SAR and in vivo evaluation of the selected compound will be presented.

Acceleration of the N(α)-deprotection rate by the addition of m-cresol to diluted methanesulfonic acid and its application to the Z(OMe)-based solid-phase syntheses of human pancreastatin-29 and magainin 1

In solid-phase peptide synthesis, the addition of m-cresol to diluted methanesulfonic acid (MSA) in dichloromethane accelerated the deprotection rate of the acid-labile α-amino protecting group, the p-methoxybenzyloxycarbonyl (Z(OMe)) group. Further, 0.1 M MSA, 20% m-cresol/CH2Cl2 was found to be a practically useful N(α)-deprotecting reagent system, since the deprotection of the Z(OMe) group occurred selectively within 30 min at room temperature, leaving intact the other side chain protecting groups, such as benzyloxycarbonyl, benzyl ester, S-p-methoxybenzyl and N(G)-mesitylene-2-sulfonyl groups. This reagent system was applied to the Z(OMe)-based solid phase syntheses of human pancreastatin-29 and magainin 1.