193073-58-4

Upstream product

• 191542-15-1 methyl (2R)-2-(3,5-dichloro-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate 
• 191542-14-0 methyl (2R)-2-amino-2-(3,5-dichloro-4-hydroxyphenyl)acetate 
• 193073-53-9 [(R)-(3,5-dichloro-4-methoxyphenyl)-(S)-(2-hydroxy-1-phenylethylamino)]acetic acid methyl ester 
• 191542-08-2 methyl (R)-2-((tert-butoxycarbonyl)amino)-2-(3,5-dichloro-4-methoxyphenyl)acetate 

Downstream Products

• 191542-08-2 methyl (R)-2-((tert-butoxycarbonyl)amino)-2-(3,5-dichloro-4-methoxyphenyl)acetate 
• 193073-75-5 N-(tert-butoxycarbonyl)-(R)-(3,5-dichloro-4-methoxy)phenylglycine 
• 193074-08-7 [2-({(R)-(3,5-dichloro-4-methoxyphenyl)-[2-(3-hydroxyphenyl)acetylamino]acetyl}methylamino)-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester 
• 193074-02-1 [2-{(R)-[tert-butoxycarbonylamino-(3,5-dichloro-4-methoxyphenyl)acetyl]methylamino}-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester 
• 193074-05-4 [2-{(R)-[amino-(3,5-dichloro-4-methoxyphenyl)acetyl]methylamino}-(3S)-3-(4-fluoro-3-nitrophenyl)propionylamino]-(R)-(4-methoxyphenyl)acetic acid methyl ester 

Relevant academic research and scientific papers

Expeditious syntheses of two arylglycine derivatives corresponding to the central amino acid of the vancomycin family of antibiotics

Two expeditious and efficient syntheses (in 7 and 4 steps, respectively) are described for the central amino acid part of the vancomycin family. The first method constitutes a concise asymmetric synthesis, starting from 4- hydroxyphenylacetic acid, of (R)-(3,5-dihydroxy-4-methoxyphenyl)glycine derivatives using Evans' asymmetric azidation methodology. In the second approach, an efficient synthesis of a protected 3,5-dichloro-4- methoxyphenylglycine derivative is described, starting from commercially available (R)-4-hydroxyphenylglycine. These two syntheses are much shorter and operationally simpler than those previously described, and are currently employed in an effort towards the construction of the bicyclic system of vancomycin and ristocetin.

Synthesis of a model of chloropeptins I, II western subunit by the intramolecular S(N)Ar based methodology

Formation of a biaryl ether bond between the termini of a tetrapeptide containing a highly racemization prone amino acid by the intramolecular SNAr reaction afforded two diastereomeric 16-membered macrocycles along with their respective atropoisomers. The (R,S,R) and its atropoisomer constituted model of chloropeptins I, II, western part.