32807-12-8

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 100-51-6 benzyl alcohol 
• 5437-45-6 Benzyl bromoacetate 
• 5396-89-4 benzyl acetoacetate 

Downstream Products

• 1580515-08-7 tert-butyl (R)-{3-[2-(benzyloxy)-4-oxo-4,5-dihydrofuran-3-yl]-1-methyl-2-oxoindolin-3-yl}carbamate 
• 314000-22-1 4-(2-chloroethoxy)-acetoacetic acid benzyl ester 
• 433293-80-2 benzyl 3-[2-tetrahydropyranyloxy]-4-bromobutanoate 
• 90835-94-2 (R)-4-Bromo-3-hydroxy-butyric acid benzyl ester 

Relevant academic research and scientific papers

A convenient and efficient synthesis of benzyl bromoacetoacetate

A convenient and efficient one-step synthesis of the important compound benzyl bromoacetoacetate is presented, involving a Reformatsky reaction. This has several advantages compared to the previous method including environmentally friendly mild conditions

Synthesis of Substituted 3(2H)-Furanones Using Alkylative Intramolecular Cyclization of Sulfonium Salts

The facile alkylative intramolecular cyclization of 3-alkoxycarbonyl-2-oxopropyldiphenylsulfonium salts is described. This simple method can be readily applied to the synthesis of a novel family of 4-alkylated 3(2H)-furanones in moderate to high yields under mild conditions via a one-pot process.

Pyrimidine derivatives and new pyridine derivatives

Achirai pyrimidine derivatives and pyridine derivatives of the following formulae or analogs thereof have selective N-type calcium channel antagonistic activity and showed analgesic action when they were taken orally. They are useful as therapeutic agents

5-Hydroxy[1,2]oxazinan-3-ones as potential carbapenem and D-ala-D-ala surrogates

The title compounds are amino acids whose nitrogen atom is enclosed in a six-membered cyclic hydroxamate bearing a C5-hydroxyl group. They belong to a proposed new family of antibacterial agents targeted to the penicillin receptor. The glycine and alanine members of the family have been synthesized, as racemates, in seven steps from the four-carbon synthon diketene and the tert-butyl esters of N-hydroxyglycine and N-hydroxyalanine. Numerous alternatives to diketene have also been examined, but these lead mainly to five-membered cyclic hydroxamates. The theoretical considerations that have led to this synthetic programme are discussed in some detail. They include analysis of the structures of natural and unnatural penicillin surrogates, analysis of the penicillin pharmacophore, and a treatment of the chemical reaction with which penicillin blocks bacterial cell wall synthesis. The glycine derivative exhibits marginal but real activity vs. Micrococcus luteus. The alanine derivative, which more closely resembles D-ala-D-ala, is fifty times more active. Two five-membered structural isomers of the glycine derivative are inactive.

Dihydropyrimidine compounds and compositions containing the same

Dihydropyrimidine derivatives of the following formula or analogs thereof have selective N-type calcium channel antagonistic activity, and they are used as therapeutic agents for various diseases participating in the N-type calcium channels.

Oxazinones having antibacterial activity

The invention relates to novel oxazinones designed to bind to the penicillin receptor, methods of synthesizing the compounds, and the use of the compounds as antibacterial agents. The compounds have the general formula (I) Preferably the compounds have a carboxyethyl or a substituted carboxymethyl substituent at the 2-position and a hydroxyl group at the 5-position and have a molecular shape suitable for binding to and reacting with the active site of a pencillin-recognizing enzyme. The compounds are synthesized by condensing a carboxyl-protected N-hydroxy amino acid with a 3-hydroxyprotected-4-bromobutanoic acid to form a a doubly protected N-hydroxy N-acylamino acid, which is cyclized with an organic base to yield a doubly protected 1,2-oxazin-3-one. The protecting groups are then removed to provide an antibacterial agent.