197723-32-3

Basic information

• Product Name: (S)-2-[(R)-2-Amino-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester
• Synonyms: (S)-2-[(R)-2-Amino-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester
• CAS NO: 197723-32-3
• Molecular Weight: 484.291
• Mol File: 197723-32-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-2-[(R)-2-Amino-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-[(R)-2-Amino-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester(197723-32-3)
• EPA Substance Registry System: (S)-2-[(R)-2-Amino-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester(197723-32-3)

Safety Data

• Hazardous Substances Data: 197723-32-3(Hazardous Substances Data)

Upstream product

• 218912-19-7 N-(tert-butyloxycarbonyl)-D-(3-iodo-4-methoxyphenyl)glycine methyl ester 
• 195005-73-3 (R)-tert-Butoxycarbonylamino-(3-iodo-4-methoxy-phenyl)-acetic acid 
• 197723-30-1 (S)-2-[(R)-2-tert-Butoxycarbonylamino-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 

Downstream Products

• 197723-38-9 (11R,14S)-11-(3-Iodo-4-methoxy-phenyl)-9,12-dioxo-4-(pyrrolidin-1-ylazo)-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester 
• 197723-40-3 (11R,14S)-11-(3-Iodo-4-methoxy-phenyl)-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester 
• 197723-36-7 (S)-2-[(R)-2-{2-[3-Bromo-4-(pyrrolidin-1-ylazo)-phenyl]-acetylamino}-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 
• 250160-64-6 (S)-2-[(R)-2-{2-[3-Bromo-4-(pyrrolidin-1-ylazo)-phenyl]-acetylamino}-2-(3-iodo-4-methoxy-phenyl)-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 

Relevant articles and documents

Total synthesis of vancomycin - Part 1: Design and development of methodology

o-Halosubstituted aromatic triazenes (e.g. I, Scheme 1) react with aryloxides (e.g. II, Scheme 1) in the presence of CuBr · Me2S, K2CO3 and pyridine in acetonitrile at reflux to afford biaryl ethers (e.g. V, Scheme 1). This general methodology (Tables 1 and 2) was applied to the construction of the C-O-D and D-O-E vancomycin model systems 37 (Scheme 2) and 50 (Scheme 3), demonstrating its potential in a projected total synthesis of vancomycin (1. Figure 1). For the construction of the vancomycin model AB biaryl ring system, a sequential strategy involving a Suzuki coupling of the C-O-D aryl iodide 74 (Scheme 7) and boronic acid 53 (Scheme 4), followed by macrolactamization was demonstrated, in which the preformed C-O-D ring framework served to preorganize the precursor for cyclization. The latter investigation led to Suzuki-coupling-based asymmetric synthesis of biaryl systems in which 2,2-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) was found to be the optimum ligand (Tables 3 and 4).