81280-95-7

Upstream product

• 56721-52-9 7-oxo-octanoyl chloride 
• 18917-77-6 (3,5-dimethoxyphenyl)acetone 
• 4670-10-4 (3,5-dimethoxyphenyl)acetic acid 
• 81280-92-4 2-(3,5-dimethyloxyphenylmethyl)-4,5-diphenyloxazole 
• 81280-93-5 benzoin 3,5-dimethyloxyphenyl acetate 
• 6512-32-9 methyl 2-(3,5-dimethoxyphenyl)acetate 
• 81280-94-6 2-<3',5'-dimethoxy-2'-(1',7'-dioxo-octyl)benzyl>-4,5-diphenyloxazole 

Downstream Products

• 81280-96-8 N-Benzoyl-N-{2-[2-(7-hydroxy-octanoyl)-3,5-dimethoxy-phenyl]-acetyl}-benzamide 

Relevant academic research and scientific papers

ACTIVATED CARBOXYLATES FROM THE PHOTOOXYGENATION OF OXAZOLES; APPLICATION TO THE SYNTHESIS OF RECIFEIOLIDE, CURVULARIN AND MACROLIDES

Oxazoles may be used as masked forms of activated carboxylic acids since they readily form triamides on reaction with singlet oxygen.With 2-alkyl-4,5-diphenyloxazoles, the triamides formed on photooxygenation undergo selective nucleophilic attack at the acyl carbonyl derived from the 2-oxazole position.Using 2-(ο-hydroxyalkyl)-4,5-diphenyloxazoles as subsrates, the oxidation-acylation sequence may be employed for the synthesis of macrolides including (+/-)-recifeiolide and (+/-)-di-O-methylcurvularin.

OXAZOLES AS MASKED ACTIVATED CARBOXYLATES. SYNTHESIS OF (+/-)-DI-O-METHYLCURVULARIN

The dimethyl ether of the mold metabolite, curvularin, was synthesized by intramolecular esterification of an activated carboxylate derived from the photooxidation of an oxazole precursor.