N-[(S)-1-Phenylethyl]-2,2-dimethylpropionamide

Base Information

• Chemical Name: N-[(S)-1-Phenylethyl]-2,2-dimethylpropionamide
• CAS No.: 64528-62-7
• Molecular Formula: C13H19NO
• Molecular Weight: 205.3
• DSSTox Substance ID: DTXSID20426248
• Nikkaji Number: J1.284.960E
• Wikidata: Q82239197
• ChEMBL ID: CHEMBL5009364
• Mol file: 64528-62-7.mol

Synonyms:ZINC00409777;64528-62-7;N-[(S)-1-Phenylethyl]-2,2-dimethylpropionamide;CHEMBL5009364;SCHEMBL19318570;DTXSID20426248;AKOS017382523

Chemical Property of N-[(S)-1-Phenylethyl]-2,2-dimethylpropionamide

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 205.146664230
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC(=O)C(C)(C)C
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)NC(=O)C(C)(C)C

Technology Process of N-[(S)-1-Phenylethyl]-2,2-dimethylpropionamide

There total 5 articles about N-[(S)-1-Phenylethyl]-2,2-dimethylpropionamide 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: 96.0%

(S)-1-phenyl-ethylamine (2627-86-3) + pivaloyl chloride (3282-30-2) → (1S)-(+)-N-(2,2-dimethylpropionyl)-1-phenylethylamine (64528-62-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo101426a

Reference yield: 50.0%

(S)-1-phenyl-ethylamine (2627-86-3) + Trimethylacetic acid (75-98-9) → (1S)-(+)-N-(2,2-dimethylpropionyl)-1-phenylethylamine (64528-62-7)

Guidance literature:

With Methyltrimethoxysilan; In toluene; for 24h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04265

Reference yield: 46.0%

(S)-1-phenyl-ethylamine (2627-86-3) + trimethylacetic p-toluenesulfinic anhydride → di(4-methyl)phenylthiosulfonate (2943-42-2) + N-toluenesulfinyl-(S)-1-phenylethylamine + (1S)-(+)-N-(2,2-dimethylpropionyl)-1-phenylethylamine (64528-62-7)

Guidance literature:

With triethylamine; In dichloromethane; Inert atmosphere;

DOI:10.1055/s-0037-1610254

upstream raw materials:

(S)-1-phenyl-ethylamine

pivaloyl chloride

N-(1-phenylethyl)pivalamide

2,2-Dimethyl-propionic acid (S)-1-(2,2-dimethyl-propionyloxycarbonyl)-2-methyl-propyl ester

Downstream raw materials:

2,2-Dimethyl-N-{(S)-1-[2-(2-oxo-2-phenyl-ethanesulfonyl)-phenyl]-ethyl}-propionamide