(-)-Glutethimide

Base Information

• Chemical Name: (-)-Glutethimide
• CAS No.: 17575-59-6
• Molecular Formula: C13H15NO2
• Molecular Weight: 217.268
• UNII: IN5W64L102
• Nikkaji Number: J366.663H
• Wikidata: Q27280806

Synonyms:(-)-Glutethimide;Glutethimide, (S)-;IN5W64L102;Glutarimide, 2-ethyl-2-phenyl-, (-)-;UNII-IN5W64L102;2,6-Piperidinedione, 3-ethyl-3-phenyl-, (S)-;2,6-Piperidinedione, 3-ethyl-3-phenyl-, (3S)-;(-)-alpha-Phenyl-alpha-ethylglutarimide;17575-59-6;(S)-glutethimide;BIDD:PXR0118;SCHEMBL113709;(3S)-3-ethyl-3-phenylpiperidine-2,6-dione;(3S)-3-ethyl-3-phenyl-piperidine-2,6-dione;A839005;(-)-.ALPHA.-PHENYL-.ALPHA.-ETHYLGLUTARIMIDE;Q27280806

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Chemical Property of (-)-Glutethimide

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 217.110278721
• Heavy Atom Count: 16
• Complexity: 294

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1(CCC(=O)NC1=O)C2=CC=CC=C2
• Isomeric SMILES: CC[C@]1(CCC(=O)NC1=O)C2=CC=CC=C2

Technology Process of (-)-Glutethimide

There total 33 articles about (-)-Glutethimide 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%

2-phenylbutanenitrile (769-68-6) + acrylonitrile (107-13-1,25014-41-9) → Glutethimide (77-21-4,17575-58-5,17575-59-6,18389-24-7)

Guidance literature:

With IrH₅(P-(i-Pr)3)2; water; In tetrahydrofuran; at 180 ℃; for 30h;

DOI:10.1002/anie.200351689

Reference yield: 84.0%

3-phenyl-3-vinyl-piperidine-2,6-dione (100393-27-9) → Glutethimide (77-21-4,17575-58-5,17575-59-6,18389-24-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 12h;

DOI:10.1002/anie.201806169

Reference yield: 82.0%

3-ethyl-1-benzyl-3-phenyl-piperidine-2,6-dione → Glutethimide (77-21-4,17575-58-5,17575-59-6,18389-24-7)

Guidance literature:

With aluminium trichloride; In benzene; Heating;

DOI:10.1016/S0040-4039(00)01845-1

upstream raw materials:

3-phenyl-3-vinyl-piperidine-2,6-dione

4-cyano-4-phenylhexanoic acid

2-ethyl-2-phenylglutarodinitrile

2-phenylbutanenitrile

Downstream raw materials:

3-ethyl-1-methyl-3-phenyl-piperidine-2,6-dione

3-ethyl-3-phenyl-6-thioxo-piperidin-2-one

5-bromo-3-ethyl-3-phenyl-piperidine-2,6-dione

o-Nitroglutethimide