78605-38-6

Basic information

• Product Name: Phosphonic acid, (2-oxo-3(2H)-oxazolyl)-, diphenyl ester
• Synonyms: diphenyl 2-oxo--3-oxazolinylphosphonate
• CAS NO: 78605-38-6
• Molecular Formula: C15H12NO5P
• Molecular Weight: 317.238
• Mol File: 78605-38-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, (2-oxo-3(2H)-oxazolyl)-, diphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, (2-oxo-3(2H)-oxazolyl)-, diphenyl ester(78605-38-6)
• EPA Substance Registry System: Phosphonic acid, (2-oxo-3(2H)-oxazolyl)-, diphenyl ester(78605-38-6)

Safety Data

• Hazardous Substances Data: 78605-38-6(Hazardous Substances Data)

Upstream product

• 27584-70-9 4-oxazolin-2-one 
• 2524-64-3 chlorophosphoric acid diphenyl ester 

Downstream Products

• 89332-58-1 3-trans cinnamoyl-2-oxazolone 
• 78605-44-4 [2-Oxo-2-(2-oxo-oxazol-3-yl)-ethyl]-carbamic acid benzyl ester 
• 66325-22-2 2-butyl diphenyl phosphate 
• 2752-95-6 butyl diphenyl phosphate 
• 78605-40-0 3-(3-Phenyl-propionyl)-3H-oxazol-2-one 
• 33985-75-0 phosphoramidic acid, N-(phenylmethyl)-, diphenyl ester 
• 60759-49-1 N-acetyl-1,3-oxazol-2-one 
• 78605-45-5 [(S)-1-Benzyl-2-oxo-2-(2-oxo-oxazol-3-yl)-ethyl]-carbamic acid benzyl ester 
• 78605-43-3 3-(N-carbobenzyloxy-L-alanyl)-2-oxazolone 
• 89332-59-2 3-diphenylacetyl-2-oxazolone 
• 89332-64-9 S-tert-butyl diphenylthioacetate 
• 5745-51-7 2,4,6-trimethyl-benzoic acid-anhydride 
• 89332-62-7 3-(2,4,6-trimethylbenzoyl)-2-oxazolone 
• 115-89-9 phosphoric acid methyl ester diphenyl ester 

Relevant articles and documents

HIGHLY EFFICIENT OXAZOLONE-DERIVED REAGENTS FOR BETA-LACTAM FORMATION FROM BETA-AMINO ACIDS

Based on a unique leaving ability of 2-oxazolone moiety, highly efficient reagents have been developed for the formation of β-lactam compounds from β-amino acids including a facile preparation of penam, a basic skeleton of penicillins.

ACTIVATION OF CARBOXYL GROUPS BY DIPHENYL 2-OXO-3-OXAZOLINYLPHOSPHONATE. FACILE PREPARATION OF VERSATILE REAGENTS, 3-ACYL-2-OXAZOLONES

Synthetic utility of the 2-oxazolone moiety as an excellent new leaving group is described.Based on such a function of the heterocycles, diphenyl 2-oxo-3-oxazolinylphosphonate has been newly introduced as a carboxyl-activating reagent which permits a facile direct preparation of 3-acyl-2-oxazolones and amides including peptides from a wide variety of carboxylic acids.The 3-acyl-2-oxazolides also serve as versatile reactive agents for highly chemoselective acyl-transfer to the nucleophilic species such as amines, alcohols and thiols, providing convenient and high-yield routes to amides, esters and thiol esters under mild conditions.They are also useful intermediates for ketones and alcohols.