تفاعل #167760

معادلة التفاعل

acetic acid water

compound 12

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

acetic acid

water

→

title compound

المردود 175.8%

2-amino-4-[(1R)-1-({[(3Z,6S)-6-(5-chloro-2-methoxybenzyl)-3-(ethoxyimino)-7-oxo-1,4-diazepan-1-yl]carbonyl}amino)butyl]benzoic acid acetic acid

المردود 175.8%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered by a glass
2. 2
   ترشيحfilter
3. 3
   غسيلfurther the residue was washed with ethyl acetate (20 ml)
4. 4
   غسيلsuccessively washed with saturated aqueous ammonium chloride solution and brine
5. 5
   تجفيفdried over sodium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىThe concentrated residue was purified by flash column chromatography
8. 8
   أخرىto obtain 2-amino-4-[(1R)-1-({[(6S)-6-(5-chloro-2-methoxybenzyl)-3-(ethoxyimino)-7-oxo-1,4-diazepan-1-yl]carbonyl}amino)butyl]benzoic acid (compound 12) (698 mg)
9. 9
   workup.STIRRINGthe mixture was stirred for 10 minutes
10. 10
    workup.STIRRINGthe mixture was stirred for 15 minutes
11. 11
    درجة الحرارةthe mixture was cooled to 0° C.
12. 12
    workup.STIRRINGstirred for 30 minutes
13. 13
    ترشيحThe precipitated crystals were collected by filtration

الإجراء التجريبي

The reaction mixture was diluted with ethyl acetate (10 ml) and filtered by a glass filter spread with Celite®, and further the residue was washed with ethyl acetate (20 ml). The filtrate and the washings were combined, then successively washed with saturated aqueous ammonium chloride solution and brine, dried over sodium sulfate, then concentrated. The concentrated residue was purified by flash column chromatography to obtain 2-amino-4-[(1R)-1-({[(6S)-6-(5-chloro-2-methoxybenzyl)-3-(ethoxyimino)-7-oxo-1,4-diazepan-1-yl]carbonyl}amino)butyl]benzoic acid (compound 12) (698 mg). To the compound 12 (558 mg) thus obtained, acetic acid (1.1 ml) was added and the mixture was stirred at room temperature for 30 minutes. Then water (2.75 ml) was added, and the mixture was stirred for 10 minutes. Further, acetic acid/water (2/5, 2.5 ml) was added, and the mixture was stirred for 15 minutes, then the mixture was cooled to 0° C. and stirred for 30 minutes. The precipitated crystals were collected by filtration to obtain the title compound (543 mg) as a light yellow crystals.

المصدر