benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate

Base Information

• Chemical Name: benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate
• CAS No.: 519028-71-8
• Molecular Formula: C₂₅H₂₅FN₄O₅
• Molecular Weight: 480.496
• Mol file: 519028-71-8.mol

Synonyms:benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate

Chemical Property of benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate

There total 9 articles about benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate 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:

2-(1-benzyloxycarbonyl-piperidin-2-yl)-5,6-dihydroxy-pyrimidine-4-carboxylic acid methyl ester + para-fluorobenzylamine (140-75-0) → benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate (519028-71-8)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃;

DOI:10.1021/jm070027u DOI:10.1021/jm060854f

Reference yield:

2-cyanopiperidine-1-carboxylic acid benzyl ester (1017788-63-4) → benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate (519028-71-8)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N; NH₂OH*HCl / ethanol / 3 h / Heating

2: CHCl₃ / 60 °C

3: xylene / 3 h / Heating

4: dimethylformamide / 90 °C

With hydroxylamine hydrochloride; triethylamine; In ethanol; chloroform; N,N-dimethyl-formamide; xylene;

DOI:10.1021/jm070027u

Reference yield:

benzyl 2-(aminocarbonyl)piperidine-1-carboxylate (940868-17-7) → benzyl 2-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate (519028-71-8)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N; trifluoroacetic anhydride / CH₂Cl₂ / 1 h / 20 °C

2: Et₃N; NH₂OH*HCl / ethanol / 3 h / Heating

3: CHCl₃ / 60 °C

4: xylene / 3 h / Heating

5: dimethylformamide / 90 °C

With hydroxylamine hydrochloride; triethylamine; trifluoroacetic anhydride; In ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; xylene;

DOI:10.1021/jm070027u

upstream raw materials:

para-fluorobenzylamine

2-cyanopiperidine-1-carboxylic acid benzyl ester

benzyl 2-(aminocarbonyl)piperidine-1-carboxylate

benzyl 2-[(Z)-amino(hydroxyimino)methyl]piperidine-1-carboxylate

Downstream raw materials:

N-(4-fluorobenzyl)-5,6-dihydroxy-2-piperidin-2-ylpyrimidine-4-carboxamide