911297-40-0

Upstream product

• 346433-42-9 carbonic acid tert-butyl ester 2-formyl-phenyl ester 
• 89-95-2 2-methyl-benzyl alcohol 
• 911297-38-6 trifluoromethanesulfonic acid 2-(1-methyl-3-trimethylsilanyl-prop-2-ynyl)-phenyl ester 
• 911297-37-5 2-(1-methyl-3-trimethylsilanyl-prop-2-ynyl)-phenol 
• 911297-39-7 4,4,5,5-tetramethyl-2-[2-(1-methyl-3-trimethylsilanyl-prop-2-ynyl)-phenyl]-[1,3,2]dioxaborolane 

Downstream Products

• 911297-36-4 (4-methyl-oxazol-5-yl)-[2-(1-methyl-3-trimethylsilanyl-prop-2-ynyl)-phenyl]methanone 
• 911297-49-9 6-[2-(4-methyl-oxazole-5-carbonyl)-phenyl]-hept-2-en-4-ynoic acid ethyl ester 
• 911297-48-8 (4-methyl-oxazol-5-yl)-[2-(1-methyl-prop-2-ynyl)-phenyl]methanone 

Relevant academic research and scientific papers

Method for synthesizing furanosteroids

The present invention is a method for synthesizing furanosteroids. The method involves intramolecular Diels-Alder/retro-Diels-Alder reaction and tautomerization of a functionalized alkyne oxazole to produce a furo[2,3-b]phenol derivative which is elaborated by intermolecular and intramolecular condensations to generate ring-A of the furanosteroid. Furanosteroids and pharmaceutical compositions containing the same are also provided.

Studies on the synthesis of furanosteroids. I. Viridin models

Alkyne oxazoles of general structure I are transformed directly to furo[2,3-b]phenol derivatives II by a sequence involving intramolecular Diels-Alder/retro-Diels-Alder reaction followed by tautomerization. Suitably functionalized phenols II undergo an intramolecular phenol-dienone-aldol condensation, generating the A,B,E-ring skeleton III characteristic of the viridin (1) class of furanosteroids.