Tert-butyl 2-acetylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-acetylpyrrolidine-1-carboxylate
• CAS No.: 92012-22-1
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.277
• Hs Code.: 2933990090
• European Community (EC) Number: 848-425-8
• Nikkaji Number: J2.694.654I
• Mol file: 92012-22-1.mol

Synonyms:tert-butyl 2-acetylpyrrolidine-1-carboxylate;92012-22-1;1-Boc-2-acetyl-pyrrolidine;2-Acetyl-pyrrolidine-1-carboxylic acid tert-butyl ester;MFCD11975893;MFCD11975894;SCHEMBL5423413;(S)-1-Boc-2-acetylpyrrolidine;1-Pyrrolidinecarboxylic acid, 2-acetyl-, 1,1-dimethylethyl ester;MFCD16308624;AKOS004910675;SB38243;SB39886;SB39930;(R)-1-(1-Boc-2-pyrrolidinyl)ethanone;AS-40255;SY097649;SY111282;tert-butyl2-acetylpyrrolidine-1-carboxylate;CS-0048434;EN300-85377;2-Acetylpyrrolidine-1-carboxylic acid tert-butyl ester;Z1258568622

Chemical Property of Tert-butyl 2-acetylpyrrolidine-1-carboxylate

Chemical Property:

• Boiling Point: 293.8±33.0 °C (760 mmHg)
• PSA: 46.61000
• Density: 1.075±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 1.91280
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.13649347
• Heavy Atom Count: 15
• Complexity: 268

Purity/Quality:

97% ^*data from raw suppliers

1-Boc-2-acetyl-pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCCN1C(=O)OC(C)(C)C

Technology Process of Tert-butyl 2-acetylpyrrolidine-1-carboxylate

There total 9 articles about Tert-butyl 2-acetylpyrrolidine-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: 85.0%

2-acetyl-1-<(1,1-dimethylethoxy)carbonyl>pyrrole (75400-61-2) → tert-butyl 2-acetylpyrrolidine-1-carboxylate (92012-22-1)

Guidance literature:

With hydrogen; platinum on activated charcoal; In methanol; for 2h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00196a020

Reference yield: 81.0%

methylmagnesium bromide (75-16-1) + tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate (115186-37-3) → tert-butyl 2-acetylpyrrolidine-1-carboxylate (92012-22-1)

Guidance literature:

In diethyl ether; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jafc.9b00220

Reference yield: 75.0%

methyl N-Boc-prolinate → tert-butyl 2-acetylpyrrolidine-1-carboxylate (92012-22-1)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 20 ℃; for 16h;

DOI:10.1016/j.foodchem.2014.07.088

upstream raw materials:

2-acetyl-1-<(1,1-dimethylethoxy)carbonyl>pyrrole

2-Acetylpyrrole

di-tert-butyl dicarbonate

methylmagnesium bromide

Downstream raw materials:

trans-3-(2,4-dimethoxyphenyl)-1-(1-tert-butoxycarbonylpyrrolidin-2-yl)propen-1-one

2-acetyl-1-pyrrolidine