反应 #167760

反应方程式

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

收率 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

收率 175.8%

溶剂

ethyl acetate

反应条件

后处理

1. 1
   过滤filtered by a glass
2. 2
   过滤filter
3. 3
   洗涤further the residue was washed with ethyl acetate (20 ml)
4. 4
   洗涤successively washed with saturated aqueous ammonium chloride solution and brine
5. 5
   干燥dried over sodium sulfate
6. 6
   浓缩concentrated
7. 7
   其他The concentrated residue was purified by flash column chromatography
8. 8
   其他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)
9. 9
   workup.STIRRINGthe mixture was stirred for 10 minutes
10. 10
    workup.STIRRINGthe mixture was stirred for 15 minutes
11. 11
    温度the mixture was cooled to 0° C.
12. 12
    workup.STIRRINGstirred for 30 minutes
13. 13
    过滤The precipitated crystals were collected by filtration

实验过程

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.

来源