[1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester
• CAS No.: 1026915-44-5
• Molecular Formula: C₄₁H₃₇FN₆O₇
• Molecular Weight: 744.779

Synonyms:[1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester

Chemical Property of [1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester

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Technology Process of [1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester

There total 9 articles about [1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl 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:

[1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-hydroxy-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester → [1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester (1026915-44-5)

Guidance literature:

With Dess-Martin periodane; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jm000496v

Reference yield:

N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde (59830-60-3,63219-70-5,68474-26-0) → [1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester (1026915-44-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 94 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

2: HCl / CHCl₃ / 3 h / 0 °C

3: ethanol / 6 h / Heating

4: H₂ / 10percent Pd/C / methanol / 18 h / 20 °C

5: 3-hydroxybenzotriazole hydrate; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride / dimethylformamide / 4 h / 20 °C

6: 81 percent / 1 N aq. NaOH / dimethylsulfoxide / 1 h / 20 °C

7: N-ethylmorpholine; 3-hydroxybenzotriazole hydrate; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride / dimethylformamide / 15 h / 20 °C

8: Dess-Martin periodinate / dimethylformamide / 4 h / 20 °C

With N-ethylmorpholine;; hydrogenchloride; sodium hydroxide; hydrogen; Dess-Martin periodane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 10percent Pd/C; In methanol; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm000496v

Reference yield:

methyl 3-amino-4-hydroxybenzoate (536-25-4) → [1-{[1-benzyl-2-(5-diethylcarbamoyl-benzooxazol-2-yl)-2-oxo-ethylcarbamoyl]-methyl}-2-(4-fluoro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-5-yl]-carbamic acid benzyl ester (1026915-44-5)

Guidance literature:

Multi-step reaction with 6 steps

1: ethanol / 6 h / Heating

2: H₂ / 10percent Pd/C / methanol / 18 h / 20 °C

3: 3-hydroxybenzotriazole hydrate; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride / dimethylformamide / 4 h / 20 °C

4: 81 percent / 1 N aq. NaOH / dimethylsulfoxide / 1 h / 20 °C

5: N-ethylmorpholine; 3-hydroxybenzotriazole hydrate; 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride / dimethylformamide / 15 h / 20 °C

6: Dess-Martin periodinate / dimethylformamide / 4 h / 20 °C

With N-ethylmorpholine;; sodium hydroxide; hydrogen; Dess-Martin periodane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 10percent Pd/C; In methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm000496v

upstream raw materials:

N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde

methyl 3-amino-4-hydroxybenzoate

3-(benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutanenitrile

2-amino-1-hydroxy-1-[5-(methoxy-carbonyl)benzoxazol-2-yl]-3-phenylpropane

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