2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide

Base Information

• Chemical Name: 2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide
• CAS No.: 184710-04-1
• Molecular Formula: C₂₅H₂₁F₃N₄O₆
• Molecular Weight: 530.46

Synonyms:2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide

Chemical Property of 2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide

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Technology Process of 2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide

There total 4 articles about 2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide 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:

3-amino-1,1,1-trifluoro-4-phenyl-2-butanol (124044-49-1) → 2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide (184710-04-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / HOBT; EDC / dimethylformamide / 16 h / 20 °C

2: 65 percent / EDC; Cl₂CHCO₂H / dimethylsulfoxide; toluene / 2.5 h / 20 °C

3: 92 percent / anisole; CF₃SO₃H / CH₂Cl₂ / 1 h / 0 - 20 °C

4: 65 percent / Na₂CO₃ / tetrahydrofuran / 2 h / 0 °C

With dichloro-acetic acid; trifluorormethanesulfonic acid; sodium carbonate; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1: condensation / 2: oxidation / 3: deacylation / 4: acylation;

DOI:10.1016/S0968-0896(00)00244-3

Reference yield:

5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-ylmethylcarboxylic acid (148747-59-5) → 2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide (184710-04-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / HOBT; EDC / dimethylformamide / 16 h / 20 °C

2: 65 percent / EDC; Cl₂CHCO₂H / dimethylsulfoxide; toluene / 2.5 h / 20 °C

3: 92 percent / anisole; CF₃SO₃H / CH₂Cl₂ / 1 h / 0 - 20 °C

4: 65 percent / Na₂CO₃ / tetrahydrofuran / 2 h / 0 °C

With dichloro-acetic acid; trifluorormethanesulfonic acid; sodium carbonate; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1: condensation / 2: oxidation / 3: deacylation / 4: acylation;

DOI:10.1016/S0968-0896(00)00244-3

Reference yield:

2-(5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide (184709-47-5) → 2-(5-methoxalylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide (184710-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / anisole; CF₃SO₃H / CH₂Cl₂ / 1 h / 0 - 20 °C

2: 65 percent / Na₂CO₃ / tetrahydrofuran / 2 h / 0 °C

With trifluorormethanesulfonic acid; sodium carbonate; methoxybenzene; In tetrahydrofuran; dichloromethane; 1: deacylation / 2: acylation;

DOI:10.1016/S0968-0896(00)00244-3

upstream raw materials:

3-amino-1,1,1-trifluoro-4-phenyl-2-butanol

5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-ylmethylcarboxylic acid

2-(5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(1-benzyl-3,3,3-trifluoro-2-hydroxypropyl)acetamide

2-(5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidyl)-N-(1-benzyl-3,3,3-trifluoro-2-oxopropyl)acetamide

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