Pyrrolidine, 1-(2-methyl-1,3-dioxo-3-phenylpropyl)-

Base Information

• Chemical Name: Pyrrolidine, 1-(2-methyl-1,3-dioxo-3-phenylpropyl)-
• CAS No.: 106181-33-3
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• DSSTox Substance ID: DTXSID60475275
• Nikkaji Number: J1.578.348F
• Mol file: 106181-33-3.mol

Synonyms:106181-33-3;Pyrrolidine, 1-(2-methyl-1,3-dioxo-3-phenylpropyl)-;2-methyl-1-phenyl-3-pyrrolidin-1-ylpropane-1,3-dione;DTXSID60475275;AR-360/42760893;2-methyl-3-oxo-1-phenyl-3-(1-pyrrolidinyl)-1-propanone

Chemical Property of Pyrrolidine, 1-(2-methyl-1,3-dioxo-3-phenylpropyl)-

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 231.125928785
• Heavy Atom Count: 17
• Complexity: 289

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)C1=CC=CC=C1)C(=O)N2CCCC2

Technology Process of Pyrrolidine, 1-(2-methyl-1,3-dioxo-3-phenylpropyl)-

There total 2 articles about Pyrrolidine, 1-(2-methyl-1,3-dioxo-3-phenylpropyl)- 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: 18.0%

1-pyrrolidin-1-yl-propan-1-one (4553-05-3) + N-methyl-N-phenyl-benzamide (1934-92-5) → 2-methyl-1-phenyl-3-(pyrrolidin-1-yl)propane-1,3-dione (106181-33-3)

Guidance literature:

With 2,2':6,2''-terpyridine; manganese; (1,2-dimethoxyethane)dichloronickel(II); lithium chloride; In 1,3,5-trimethyl-benzene; at 170 ℃; for 24h;

DOI:10.1021/acs.orglett.0c00485

Reference yield:

1-pyrrolidin-1-yl-propan-1-one (4553-05-3) + benzoyl chloride (98-88-4) → 2-methyl-1-phenyl-3-(pyrrolidin-1-yl)propane-1,3-dione (106181-33-3)

Guidance literature:

With lithium diisopropyl amide; Multistep reaction; 1.) THF, -80 deg C, 40 min, 2.) -80 deg C, 1 min;

DOI:10.1021/jo00258a003

Reference yield: 99.0%

2-methyl-1-phenyl-3-(pyrrolidin-1-yl)propane-1,3-dione (106181-33-3) → erythro-N-(3-hydroxy-2-methyl-3-phenylpropanoyl)pyrrolidine (116836-45-4,76943-96-9,76943-97-0,99114-23-5,99114-39-3)

Guidance literature:

With Dimethylphenylsilane; trifluoroacetic acid; at 0 ℃; for 3h;

DOI:10.1021/jo00258a004

upstream raw materials:

1-pyrrolidin-1-yl-propan-1-one

benzoyl chloride

N-methyl-N-phenyl-benzamide

Downstream raw materials:

threo-N-<2-methyl-3-(dimethylphenylsiloxy)-3-phenylpropanoyl>piperidine

(2SR,3RS)-N-(3-hydroxy-2-methyl-3-phenylpropionyl)pyrrolidine

erythro-N-(3-hydroxy-2-methyl-3-phenylpropanoyl)pyrrolidine