Technology Process of diethyl (2S)-2-{[2-benzyl-3-oxo-3-({3-oxo-4-[4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzyl]-3,4-dihydro-2H-1,4-benzoxazin-7-yl}amino)propanoyl]amino}pentanedioate
There total 11 articles about diethyl (2S)-2-{[2-benzyl-3-oxo-3-({3-oxo-4-[4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzyl]-3,4-dihydro-2H-1,4-benzoxazin-7-yl}amino)propanoyl]amino}pentanedioate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 100 percent / H2 / Pd/C / tetrahydrofuran / 20 °C
2: 33 percent / N-methylmorpholine; 1-hydroxybezotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / pH 7
3: 89 percent / aq. NaOH / ethanol / 20 °C
4: 1-hydroxybenzotriazole; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / pH 7
5: hydroxylamine hydrochloride / methanol / 50 °C
6: triethylamine / CH2Cl2 / -10 - 20 °C
With
4-methyl-morpholine; sodium hydroxide; hydroxylamine hydrochloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm048984g
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 73 percent / H2 / Pd/C / dimethylformamide / 20 °C
2: 33 percent / N-methylmorpholine; 1-hydroxybezotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / pH 7
3: 89 percent / aq. NaOH / ethanol / 20 °C
4: 1-hydroxybenzotriazole; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / pH 7
5: hydroxylamine hydrochloride / methanol / 50 °C
6: triethylamine / CH2Cl2 / -10 - 20 °C
With
4-methyl-morpholine; sodium hydroxide; hydroxylamine hydrochloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm048984g
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 84 percent / benzyltriethylammonium chloride; K2CO3 / acetonitrile / 60 °C
2: 73 percent / H2 / Pd/C / dimethylformamide / 20 °C
3: 33 percent / N-methylmorpholine; 1-hydroxybezotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / pH 7
4: 89 percent / aq. NaOH / ethanol / 20 °C
5: 1-hydroxybenzotriazole; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / pH 7
6: hydroxylamine hydrochloride / methanol / 50 °C
7: triethylamine / CH2Cl2 / -10 - 20 °C
With
4-methyl-morpholine; sodium hydroxide; hydroxylamine hydrochloride; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm048984g