69489-40-3

Basic information

• Product Name: D-2-[p-(benzyloxy)phenyl]glycine
• Synonyms: D-2-[p-(benzyloxy)phenyl]glycine
• CAS NO: 69489-40-3
• Molecular Weight: 257.289
• Mol File: 69489-40-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: D-2-[p-(benzyloxy)phenyl]glycine(CAS DataBase Reference)
• NIST Chemistry Reference: D-2-[p-(benzyloxy)phenyl]glycine(69489-40-3)
• EPA Substance Registry System: D-2-[p-(benzyloxy)phenyl]glycine(69489-40-3)

Safety Data

• Hazardous Substances Data: 69489-40-3(Hazardous Substances Data)

Usage

General Description

D-2-[p-(benzyloxy)phenyl]glycine is a chemical compound with the molecular formula C17H17NO3. It is a derivative of the amino acid glycine and belongs to the class of organic compounds known as phenylpropylamines. D-2-[p-(benzyloxy)phenyl]glycine has a white or off-white solid appearance and is sparingly soluble in water. D-2-[p-(benzyloxy)phenyl]glycine is commonly used as a synthetic intermediate in the production of pharmaceuticals and agrochemicals. It also possesses potential biological activity, making it a subject of interest in medicinal chemistry research.

Upstream product

• 22818-40-2 D-4-hydroxyphenylglycine 
• 100-39-0 benzyl bromide 

Downstream Products

• 123004-72-8 D-glycine tert-butyl ester toluenesulfonate salt 
• 71336-83-9 Methyl-D-p-benzyloxyphenylglycinat 
• 323192-76-3 (2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester 
• 115991-61-2 Amino-(4-benzyloxy-phenyl)-acetic acid (1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 103300-73-8 (S)-3-Amino-N-[(4-hydroxy-phenyl)-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid 
• 312328-61-3 (R)-Alloc-Hpg(OBn)-OH 
• 127526-64-1 (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid 

Relevant articles and documents

A NEW CLASS OF FLAVIVIRUS PROTEASE INHIBITORS

The present invention relates to compounds that inhibit the activity of flavivirus.

A New Class of Dengue and West Nile Virus Protease Inhibitors with Submicromolar Activity in Reporter Gene DENV-2 Protease and Viral Replication Assays

Dengue and West Nile virus are rapidly spreading global pathogens for which no specific therapeutic treatments are available. One of the promising targets for drug discovery against dengue and other flaviviruses is the viral serine protease NS2B-NS3. We present the design, synthesis, and in vitro and cellular characterization of a novel chemotype of potent small-molecule non-peptidic dengue protease inhibitors derived from 4-benzyloxyphenylglycine. A newly developed luciferase-based DENV-2 protease reporter system in HeLa cells (DENV2proHeLa) was employed to determine the activity of the compounds in a cellular environment. Specificity and selectivity of the DENV2proHeLa system were confirmed by viral titer reduction assays. The compounds reach low micromolar to upper nanomolar inhibitory potency in cell-based assays, are selective against other serine proteases, and do not show relevant cytotoxicity. An extensive structure-activity relationship study provides a perspective for further drug development against flaviviral infections.

Syntheses of amino alcohols and chiral C2-symmetric bisoxazolines derived from O-alkylated R-4-hydroxyphenylglycine and S-tyrosine

Chiral C2-symmetric bisoxazolines 1b-f and 2b,c, derived from 4′-O-alkylated R-4-hydroxyphenylglycine or S-tyrosine, were prepared. As intermediates, a series of chiral amino alcohols possessing substituted phenolic groups was prepared and fully characterized.