Реакция #167763

Уравнение реакции

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

Выход 35.2%

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

Выход 35.2%

Растворители

chloroform

Условия реакции

Обработка

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

Методика

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).

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