(S)-2-(2-oxo-4-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanamide

Base Information

• Chemical Name: (S)-2-(2-oxo-4-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanamide
• CAS No.: 357338-13-7
• Molecular Formula: C11H18N2O2
• Molecular Weight: 210.276
• Mol file: 357338-13-7.mol

Synonyms:(S)-2-(2-oxo-4-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanamide;(alphaS)-alpha-Ethyl-2,5-dihydro-2-oxo-4-propyl-1H-pyrrole-1-acetamide

Chemical Property of (S)-2-(2-oxo-4-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanamide

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-25℃
• Boiling Point: 436.1±34.0 °C(Predicted)
• PKA: 15.70±0.50(Predicted)
• PSA: 63.40000
• Density: 1.100±0.06 g/cm3(Predicted)
• LogP: 1.45720

Purity/Quality:

99.9% ^*data from raw suppliers

(S)-2-(2-Oxo-4-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-(2-oxo-4-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanamide

There total 10 articles about (S)-2-(2-oxo-4-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanamide 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: 88.3%

(S)-2-amino-butanamide (7324-11-0,53726-14-0,104652-77-9,143164-46-9) + 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one (78920-10-2) → (2S)-4,5-dehydro-(2-oxo-4-n-propyl-1-pyrrolidinyl)-2-butanamide (357338-13-7)

Guidance literature:

With sodium tetrahydroborate; sodium hydroxide; In water; isopropyl alcohol; at 5 - 25 ℃; for 1h;

Reference yield: 87.0%

methyl (S)-1-(1-amino-1-oxobutan-2-yl)-2-oxo-4-propyl-2,5-dihydro-1H-pyrrole-3-carboxylate → (2S)-4,5-dehydro-(2-oxo-4-n-propyl-1-pyrrolidinyl)-2-butanamide (357338-13-7)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 120 - 130 ℃; for 12h;

DOI:10.1016/j.tetlet.2019.151249

Reference yield: 84.0%

(S)-2-((N-2-methylenepentyl)acrylamido)butanamide → (2S)-4,5-dehydro-(2-oxo-4-n-propyl-1-pyrrolidinyl)-2-butanamide (357338-13-7)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151249

upstream raw materials:

(S)-2-amino-butanamide

5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

pentanal

2-methylidenepentanal

Downstream raw materials:

brivaracetam

((2S)-2-[(4S)-2-oxo-4-propyltetrahydro-1H-pyrrol-1-yl]butanamide)

Refernces

• 1、 -. "PROCESS FOR PREPARING BRIVARACETAM". Page/Page column 7-8. . Retrieved 2017/06/23.
• 2、 -. "NEW HETEROCYCLIC DERIVATIVES USEFUL FOR THE TREATMENT OF CNS DISORDERS". Page/Page column 61-62. . Retrieved 2008/12/08.