반응 #167763

반응 방정식

ammonia aqueous

compound 54

(2R)-2-({[(6R)-6-(5-chloro-2-methoxybenzyl)-7-oxo-3-(phenoxyimino)-1,4-diazepan-1-yl]carbonyl}amino)butanoic acid

methylene chloride

carbonyl diimidazole

→

title compound

수율 35.2%

(6R)—N-[(1R)-1-carbamoylpropyl]-6-(5-chloro-2-methoxybenzyl)-7-oxo-3-(phenoxyimino)-1,4-diazepane-1-carboxamide

수율 35.2%

용매

chloroform

반응 조건

후처리

1. 1
   온도The reaction solution was cooled to 0° C.
2. 2
   workup.STIRRINGthe mixture was stirred at that temperature for 1 hour
3. 3
   세척the resultant mixture successively washed with water, 1M hydrochloric acid, and brine
4. 4
   건조The organic layer was dried over anhydrous sodium sulfate
5. 5
   농축was concentrated
6. 6
   기타The residue was purified by flash column chromatography (silica gel, chloroform/ethyl acetate=7/3 to 1/2)

실험 절차

To the compound 54 (114 mg) in a methylene chloride (2 ml) solution, carbonyl diimidazole (45 mg) was added, and the mixture was stirred at room temperature for 45 minutes. The reaction solution was cooled to 0° C., then 28% ammonia aqueous solution (2 ml) was added, and the mixture was stirred at that temperature for 1 hour. The reaction solution was diluted with chloroform and the resultant mixture successively washed with water, 1M hydrochloric acid, and brine. The organic layer was dried over anhydrous sodium sulfate, then was concentrated. The residue was purified by flash column chromatography (silica gel, chloroform/ethyl acetate=7/3 to 1/2) to obtain the title compound (40 mg).

출처