4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

Base Information

Chemical Name:4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester
CAS No.:184710-49-4
Molecular Formula:C₂₆H₂₆F₂N₄O₅
Molecular Weight:512.513
Hs Code.:

4-[2-(5-amino-6-oxo-2-<i>m</i>-tolyl-6<i>H</i>-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

Synonyms:4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

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Chemical Property of 4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

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Technology Process of 4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

There total 5 articles about 4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 184710-47-2
2-[5-benzyloxycarbonylamino-6-oxo-2-(m-tolyl)-1,6-dihydro-1-pyrimidinyl]-N-[1-benzyl-3-(ethoxycarbonyl)-3,3-difluoro-2-oxopropyl]acetamide

: 184710-49-4
4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

Guidance literature:: With hydrogen; 10percent Pd/C; In methanol; at 20 ℃; for 16h;
DOI:10.1021/jm000497n

Reference yield:

: 59830-60-3,63219-70-5,68474-26-0
N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde

: 184710-49-4
4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / Zn / tetrahydrofuran / 0.5 h / 20 °C

2: 100 percent / H₂; 1 N aq. HCl / 10percent Pd/C / methanol / 15 h / 20 °C

3: 73 percent / N-ethylmorpholine; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; 3-hydroxybenzotriazole hydrate / dimethylformamide / 16 h / 20 °C

4: 53 percent / 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; dichloroacetic acid; DMSO / toluene / 3 h / 0 °C

5: 92 percent / H₂ / 10percent Pd/C / methanol / 16 h / 20 °C

With N-ethylmorpholine;; hydrogenchloride; dichloro-acetic acid; hydrogen; dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc; 10percent Pd/C; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 1: Reformatsky reaction / 4: modified Pfitzner-Moffatt oxidation;
DOI:10.1021/jm000497n

Reference yield:

: 130405-00-4
4-Benzyloxycarbonylamino-2,2-difluoro-3-hydroxy-5-phenyl-pentanoic acid,ethyl ester

: 184710-49-4
4-[2-(5-amino-6-oxo-2-m-tolyl-6H-pyrimidin-1-yl)-acetylamino]-2,2-difluoro-3-oxo-5-phenyl-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂; 1 N aq. HCl / 10percent Pd/C / methanol / 15 h / 20 °C

2: 73 percent / N-ethylmorpholine; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; 3-hydroxybenzotriazole hydrate / dimethylformamide / 16 h / 20 °C

3: 53 percent / 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; dichloroacetic acid; DMSO / toluene / 3 h / 0 °C

4: 92 percent / H₂ / 10percent Pd/C / methanol / 16 h / 20 °C

With N-ethylmorpholine;; hydrogenchloride; dichloro-acetic acid; hydrogen; dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 10percent Pd/C; In methanol; N,N-dimethyl-formamide; toluene; 3: modified Pfitzner-Moffatt oxidation;
DOI:10.1021/jm000497n