81280-92-4

Upstream product

• 4670-10-4 (3,5-dimethoxyphenyl)acetic acid 
• 6512-32-9 methyl 2-(3,5-dimethoxyphenyl)acetate 
• 18917-77-6 (3,5-dimethoxyphenyl)acetone 
• 81280-93-5 benzoin 3,5-dimethyloxyphenyl acetate 

Downstream Products

• 81280-96-8 N-Benzoyl-N-{2-[2-(7-hydroxy-octanoyl)-3,5-dimethoxy-phenyl]-acetyl}-benzamide 
• 81280-95-7 2-(3,5-dimethoxy-2-(7'-hydroxy-1'-oxooctyl)-phenylmethyl)-4,5-diphenyloxazole 
• 81280-94-6 2-<3',5'-dimethoxy-2'-(1',7'-dioxo-octyl)benzyl>-4,5-diphenyloxazole 

Relevant academic research and scientific papers

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.

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.