تفاعل #1574070

معادلة التفاعل

tert-butyl 3-(3-(benzyloxy)-5-((1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl)phenyl)-5-(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazole-5-carboxylate

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title compound

المردود 72.1%

tert-Butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(3-(3-tert-butoxy-3-oxopropyl)-5-hydroxyphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate

المردود 72.1%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe catalyst was filtered off
2. 2
   تركيزthe filtrate was concentrated under reduced pressure
3. 3
   workup.STIRRINGthe obtained mixture was stirred at room temperature for 2 hours under a hydrogen atmosphere
4. 4
   ترشيحThe catalyst was filtered off
5. 5
   تركيزthe filtrate was concentrated under reduced pressure
6. 6
   workup.STIRRINGthe obtained mixture was stirred overnight at room temperature under a hydrogen atmosphere
7. 7
   ترشيحThe catalyst was filtered off
8. 8
   تركيزthe filtrate was concentrated under reduced pressure
9. 9
   أخرىThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

الإجراء التجريبي

A mixture of tert-butyl 3-(3-(benzyloxy)-5-((1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl)phenyl)-5-(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (272 mg), 10% Pd/C (containing about 55% water, 27 mg), and THF (3 mL) was stirred at room temperature for 3 hours under a hydrogen atmosphere. The catalyst was filtered off, and then, the filtrate was concentrated under reduced pressure. The residue was combined with 10% Pd/C (containing about 55% water, 54 mg) and THF (3 mL), and the obtained mixture was stirred at room temperature for 2 hours under a hydrogen atmosphere. The catalyst was filtered off, and then, the filtrate was concentrated under reduced pressure. The residue was combined with 10% Pd/C (containing about 55% water, 81 mg) and THF (3 mL), and the obtained mixture was stirred overnight at room temperature under a hydrogen atmosphere. The catalyst was filtered off, and then, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (167 mg).

المصدر