160247-84-7

Upstream product

• 446-34-4 2-fluoro-4-methyl-1-nitrobenzene 
• 109838-85-9 (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine 
• 131858-37-2 4-(bromomethyl)-2-fluoro-1-nitrobenzene 

Downstream Products

• 4070-48-8 L-Valine methyl ester 
• 160247-85-8 (S)-3-fluoro-4-nitrophenylalanine methyl ester 
• 160247-88-1 (S)-2-[(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-methoxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester 
• 188446-17-5 (9S,12S)-12-(Benzyl-tert-butoxycarbonyl-amino)-4-nitro-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3,5,7⁽¹⁹⁾,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid methyl ester 
• 188446-15-3 (S)-2-[(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester 
• 188446-35-7 (S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester 
• 178208-45-2 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-L-phenylalanine methyl ester 
• 178208-48-5 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-D-tyrosyl]-L-phenylalanine methyl ester 
• 173912-66-8 3-fluoro-4-nitro-N--L-phenylalanine methyl ester 

Relevant academic research and scientific papers

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.

A Novel Synthesis of K-13

A new and concise synthesis of 17-membered macrocyclic tripeptide K-13 is achieved featuring intramolecular SNAr reaction as a key step.