tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate
• CAS No.: 141293-14-3
• Molecular Formula: C9H13 N O3
• Molecular Weight: 183.207
• Hs Code.: 2933990090
• European Community (EC) Number: 817-601-6
• DSSTox Substance ID: DTXSID60465732
• Nikkaji Number: J1.103.839E
• Wikidata: Q72510489
• Mol file: 141293-14-3.mol

Synonyms:141293-14-3;tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate;2-OXO-2,5-DIHYDRO-PYRROLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;N-Boc-pyrrol-2(5H)-one;tert-butyl 5-oxo-2H-pyrrole-1-carboxylate;MFCD01318910;1-Boc-pyrrol-2(5H)-one;tert-Butyl 2-oxo-3-pyrroline-1-carboxylate;N-boc-3-pyrroline-2-one;SCHEMBL5492828;tert-Butyl2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate;DTXSID60465732;MFJKZXLOHPVLBS-UHFFFAOYSA-N;AB1238;AKOS006279537;AM84379;SB11599;1-Boc-2-oxo-2,5-dihydro-1H-pyrrole;AS-44544;SY025033;tert-butyl 2-oxo-3-pyrroline carboxylate;CS-0048408;FT-0694537;EN300-196187;A807747;tert-butyl 2-oxo-2,5-dihydro-1H-pyrrol-1-carboxylate;2-Oxo-2,5-dihydro-1H-pyrrole-1-carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Chemical Property:

• Melting Point: 67-68℃
• Boiling Point: 241.8±33.0 °C(Predicted)
• PKA: -1.90±0.20(Predicted)
• PSA: 46.61000
• Density: 1.168±0.06 g/cm3(Predicted)
• LogP: 1.25780
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 183.08954328
• Heavy Atom Count: 13
• Complexity: 263

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl2-Oxo-2,5-dihydro-1H-pyrrole-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC=CC1=O

Technology Process of tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

There total 11 articles about tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-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: 92.0%

N-boc-2-pyrroleboronic acid (135884-31-0) → N-(tert-butoxycarbonyl)pyrrol-2(5H)-one (141293-14-3)

Guidance literature:

With N,N-dimethyl-p-toluidine N-oxide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ol301463c

Reference yield: 90.0%

tert-butyl N-acryloyl-N-(prop-2-en-1-yl)carbamate → N-(tert-butoxycarbonyl)pyrrol-2(5H)-one (141293-14-3)

Guidance literature:

With (1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(oisopropoxyphenylmethylene)ruthenium; In dichloromethane; for 2h; Reflux;

DOI:10.1016/j.tetlet.2015.04.006

Reference yield: 80.0%

3-pyrrolin-2-one (4031-15-6) + di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butoxycarbonyl)pyrrol-2(5H)-one (141293-14-3)

Guidance literature:

With dmap; In acetonitrile; for 0.5h; Ambient temperature;

DOI:10.1021/jo00040a006

upstream raw materials:

3-pyrrolin-2-one

di-tert-butyl dicarbonate

pyrrole

tert-butyl carbazate

Downstream raw materials:

4-(2-amino-phenylthio)-N-Boc-pyrrolidin-2-one

Rolipram

N-(tert-butoxycarbonyl)-2-[(triisopropylsilyl)oxy]pyrrole

1-(tert-butoxycarbonyl)-5-(1-trimethylsilanyloxy-cyclohexyl)-1H-pyrrol-2(5H)-one