269745-72-4

Basic information

• Product Name: N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine
• Synonyms: N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine
• CAS NO: 269745-72-4
• Molecular Weight: 323.346
• Mol File: 269745-72-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine(269745-72-4)
• EPA Substance Registry System: N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine(269745-72-4)

Safety Data

• Hazardous Substances Data: 269745-72-4(Hazardous Substances Data)

Upstream product

• 60-18-4 L-tyrosine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 75-36-5 acetyl chloride 
• 32404-28-7 (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride 

Downstream Products

• 1508268-93-6 N-(tert-butoxycarbonyl)-3-(3-[4-(dimethylamino)phenyl]prop-2-enoyl)-L-tyrosine 
• 1508268-94-7 N-(tert-butoxycarbonyl)-3-(2-[4-(dimethylamino)phenyl]-3-hydroxy-4-oxo-4H-chromen-6-yl)-L-alanine 
• 1508268-95-8 3-(2-[4-(dimethylamino)phenyl]-3-hydroxy-4-oxo-4H-chromen-6-yl)-L-alanine hydrochloride 
• 1508268-96-9 3-(2-[4-(dimethylamino)phenyl]-3-hydroxy-4-oxo-4H-chromen-6-yl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 1414794-14-1 N-(tert-butoxycarbonyl)-3-[(2E)-3-(2-furyl)prop-2-enoyl]-L-tyrosine 
• 269745-74-6 N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester 
• 224824-21-9 N-(tert-butyloxycarbonyl)-3-(3-hydroxy-4-benzyloxyphenyl)-L-alanine benzyl ester 
• 269745-73-5 N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-benzyloxyphenyl)-L-alanine benzyl ester 

Relevant articles and documents

Iminoboronate-Based Peptide Cyclization That Responds to pH, Oxidation, and Small Molecule Modulators

As a rich source of therapeutic agents, peptide natural products usually adopt a cyclic or multicyclic scaffold that minimizes structural flexibility to favor target binding. Inspired by nature, chemists have been interested in developing synthetic cyclic and multicyclic peptides that serve as biological probes and potential therapeutics. Herein we describe a novel strategy for peptide cyclization in which intramolecular iminoboronate formation allows spontaneous cyclization under physiologic conditions to yield monocyclic and bicyclic peptides. Importantly the iminoboronate-based cyclization can be rapidly reversed in response to multiple stimuli, including pH, oxidation, and small molecules. This highly versatile strategy for peptide cyclization should find applications in many areas of chemical biology.

An improved synthesis of selectively protected L-Dopa derivatives from L-tyrosine

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