1-tert-butyl 3-ethyl 4-ureido-1H-pyrrole-1,3(2H,5H)-dicarboxylate

Base Information

• Chemical Name: 1-tert-butyl 3-ethyl 4-ureido-1H-pyrrole-1,3(2H,5H)-dicarboxylate
• CAS No.: 1449117-74-1
• Molecular Formula: C₁₃H₂₁N₃O₅
• Molecular Weight: 299.327
• Hs Code.: 2933998090
• Mol file: 1449117-74-1.mol

Synonyms:O1-tert-butyl O3-ethyl 4-ureido-2,5-dihydropyrrole-1,3-dicarboxylate;1H-Pyrrole-1,3-dicarboxylic acid, 4-[(aminocarbonyl)amino]-2,5-dihydro-, 1-(1,1-dimethylethyl) 3-ethyl ester

Chemical Property of 1-tert-butyl 3-ethyl 4-ureido-1H-pyrrole-1,3(2H,5H)-dicarboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

1-tert-Butyl 3-ethyl 4-ureido-1H-pyrrole-1,3(2H,5H)-dicarboxylate ^*data from reagent suppliers

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Technology Process of 1-tert-butyl 3-ethyl 4-ureido-1H-pyrrole-1,3(2H,5H)-dicarboxylate

There total 4 articles about 1-tert-butyl 3-ethyl 4-ureido-1H-pyrrole-1,3(2H,5H)-dicarboxylate 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: 80.0%

phosgene (75-44-5) + ethyl 1-(tert-butoxycarbonyl)-4-amino-2,5-dihydro-1H-pyrrole-3-carboxylate (951626-01-0) → ethyl 1-(tert-butoxycarbonyl)-4-ureido-2,5-dihydro-1H-pyrrole-3-carboxylate (1449117-74-1)

Guidance literature:

phosgene; ethyl 1-(tert-butoxycarbonyl)-4-amino-2,5-dihydro-1H-pyrrole-3-carboxylate; With pyridine; In 1,2-dichloro-ethane; toluene; at 0 - 20 ℃; for 3h; Inert atmosphere;

With ammonium hydroxide; In water; 1,2-dichloro-ethane; toluene; at -5 - 60 ℃; for 13h;

DOI:10.1021/acs.jmedchem.8b00099

Reference yield:

4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (146256-98-6) → ethyl 1-(tert-butoxycarbonyl)-4-ureido-2,5-dihydro-1H-pyrrole-3-carboxylate (1449117-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonium acetate / ethanol / 12 h / Reflux

2.1: pyridine / 1,2-dichloro-ethane; toluene / 3 h / 0 - 20 °C / Inert atmosphere

2.2: 13 h / -5 - 60 °C

With pyridine; ammonium acetate; In ethanol; 1,2-dichloro-ethane; toluene;

DOI:10.1021/acs.jmedchem.8b00099

Reference yield:

ethyl 2-(tert-butoxycarbonylamino)acetate (14719-37-0) → ethyl 1-(tert-butoxycarbonyl)-4-ureido-2,5-dihydro-1H-pyrrole-3-carboxylate (1449117-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / toluene / 0.5 h / 0 °C / Inert atmosphere

1.2: 4.5 h / 0 - 65 °C / Inert atmosphere

2.1: ammonium acetate / ethanol / 12 h / Reflux

3.1: pyridine / 1,2-dichloro-ethane; toluene / 3 h / 0 - 20 °C / Inert atmosphere

3.2: 13 h / -5 - 60 °C

With pyridine; ammonium acetate; sodium hydride; In ethanol; 1,2-dichloro-ethane; toluene;

DOI:10.1021/acs.jmedchem.8b00099

upstream raw materials:

4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

phosgene

ethyl 1-(tert-butoxycarbonyl)-4-amino-2,5-dihydro-1H-pyrrole-3-carboxylate

ethyl 2-(tert-butoxycarbonylamino)acetate

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