201660-23-3

Basic information

• Product Name: O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester
• Synonyms: O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester
• CAS NO: 201660-23-3
• Molecular Weight: 638.763
• Mol File: 201660-23-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester(201660-23-3)
• EPA Substance Registry System: O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester(201660-23-3)

Safety Data

• Hazardous Substances Data: 201660-23-3(Hazardous Substances Data)

Upstream product

• 22086-89-1 (2-phenyloxazol-4-yl)acetic acid 
• 179170-37-7 methyl 4-[2-(2-phenyl-4-oxazolyl)-ethoxy]benzoate 
• 179170-38-8 4-[2-(2-Phenyl-4-oxazolyl)-ethoxy]phenylmethanol 
• 201660-21-1 2-(2-phenyl-4-oxazolyl)ethyl methanesulfonate 
• 179170-56-0 4-(2-(2-phenyl-4-oxazolyl)ethoxy)-benzaldehyde 
• 173173-54-1 2-(2-phenyloxazol-4-yl)-ethanol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 55-21-0 benzamide 
• 13515-76-9 methyl N-trityl-L-serinate 
• 201660-22-2 4-[2-[4-(bromomethyl)phenoxy]ethyl]-2-phenyloxazole 

Downstream Products

• 201660-24-4 N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester 

Relevant articles and documents

Synthesis of 2-phenyloxazole derivatives containing amino acids as insulin sensitivity enhancers for treatment of type II diabetes

The search for Insulin Sensitivity Enhancers (ISE) for use in the treatment of Non-Insulin Dependent Diabetes Mellitus (NIDDM) has led to the preparation of N-[(phenylmethoxy)carbonyl]-O-[[4-[2-(2-phenyl-4-oxazolyl)-ethoxy]phenyl] methyl]-L-serine (1) and 7-[2-(2-phenyl-4-oxazolyl)ethoxyl]-L-1,2,3,4-tetrahydro-N-Cbz- isoquinoline-3-carboxylic acid (2), that contain a 2-phenyloxazole moiety linked to an amino acid in place of the 2,4-thiazolidinedione pharmacophore. The 2-phenyloxazole was incorporated into 1 and 2 in high yield by alkylation of 4-hydroxybenzaldehyde or methyl 7-1,2,3,4-tetrahydro-N-benzyloxycarbonyl-hydroxyisoquinoline-3-carboxylate with 2-(2-phenyl-4-oxazolyl)ethyl p-toluenesulfonate (16). Successful incorporation of serine into 1 required use of an N-trityl protecting group to minimize β-elimination and epimerization at the α-center.