162458-72-2

Basic information

• Product Name: methyl (2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
• Synonyms: methyl (2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
• CAS NO: 162458-72-2
• Molecular Weight: 360.205
• Mol File: 162458-72-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl (2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate(162458-72-2)
• EPA Substance Registry System: methyl (2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate(162458-72-2)

Safety Data

• Hazardous Substances Data: 162458-72-2(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 37763-23-8 D-2-p-hydroxyphenylglycine methyl ester 
• 139517-61-6 (R)-3-bromo-4-hydroxyphenylglycine 
• 22818-40-2 D-4-hydroxyphenylglycine 
• 162458-71-1 methyl (2R)-2-amino-2-(3-bromo-4-hydroxyphenyl)acetate 

Downstream Products

• 162458-76-6 [(R)-1-(3-Bromo-4-hydroxy-phenyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester 
• 162458-73-3 (R)-4-(3-Bromo-4-hydroxy-phenyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 229154-37-4 (R)-4-[4-((1R,2S)-3-Benzyloxy-1-benzyloxymethyl-2-hydroxy-propoxy)-3-bromo-phenyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 229154-35-2 4-{4-[3-benzyloxy-1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-propoxy]-3-bromo-phenyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 162458-74-4 (R)-4-(3-Bromo-4-methoxy-phenyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 139517-62-7 (2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid 

Relevant articles and documents

Identification and Profiling of a Novel Diazaspiro[3.4]octane Chemical Series Active against Multiple Stages of the Human Malaria Parasite Plasmodium falciparum and Optimization Efforts

A novel diazaspiro[3.4]octane series was identified from a Plasmodium falciparum whole-cell high-throughput screening campaign. Hits displayed activity against multiple stages of the parasite lifecycle, which together with a novel sp3-rich scaffold provided an attractive starting point for a hit-to-lead medicinal chemistry optimization and biological profiling program. Structure-activity-relationship studies led to the identification of compounds that showed low nanomolar asexual blood-stage activity (50 nM) together with strong gametocyte sterilizing properties that translated to transmission-blocking activity in the standard membrane feeding assay. Mechanistic studies through resistance selection with one of the analogues followed by whole-genome sequencing implicated the P. falciparum cyclic amine resistance locus in the mode of resistance.

An intramolecular, Ni(0)-mediated approach to the nonracemic biaryl portion of vancomycin

Using a tether derived from tartaric acid to which is attached two halogenated phenylglycine residues, a Ni(0)-induced biaryl coupling can be effected with complete control of axial chirality.