反応 #167763

反応方程式

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

収率 35.2%

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

収率 35.2%

溶媒

chloroform

反応条件

後処理

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

実験手順

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).

出典