N-((1R,2R)-1-Hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide

Base Information

• Chemical Name: N-((1R,2R)-1-Hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide
• CAS No.: 192060-67-6
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• DSSTox Substance ID: DTXSID10445064
• Nikkaji Number: J1.601.254H
• Wikidata: Q82263393
• Mol file: 192060-67-6.mol

Synonyms:192060-67-6;N-((1R,2R)-1-Hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide;(1R,2R)-(-)-Pseudoephedrinepropionamide;SCHEMBL3447213;DTXSID10445064;NOUIRZGGWSLLAJ-MFKMUULPSA-N;(1R,2R)-(-)-Pseudoephedrinepropionamide, 98%;n-[(1r,2r)-2-hydroxy-1-methyl-2-phenyl-ethyl]-n-methyl-propionamide;N-Methyl-N-[(alphaR,betaR)-alpha-methyl-beta-hydroxyphenethyl]propanamide

Chemical Property of N-((1R,2R)-1-Hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide

Chemical Property:

• Melting Point: 113-114 °C
• Boiling Point: 374.1±35.0 °C(Predicted)
• PSA: 40.54000
• Density: 1.065±0.06 g/cm3(Predicted)
• LogP: 1.97690
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of N-((1R,2R)-1-Hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide

There total 2 articles about N-((1R,2R)-1-Hydroxy-1-phenylpropan-2-yl)-N-methylpropionamide 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: 100.0%

(1R,2R)-pseudoephedrine (321-97-1,7009-81-6,90-83-5,6912-63-6) + propionyl chloride (79-03-8) → (1R,2R)-(-)-pseudoephedrinepropionamide (192060-67-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 23 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol301886g

Reference yield: 94.0%

(1R,2R)-pseudoephedrine (321-97-1,7009-81-6,90-83-5,6912-63-6) + propionic acid anhydride (123-62-6) → (1R,2R)-(-)-pseudoephedrinepropionamide (192060-67-6)

Guidance literature:

In tetrahydrofuran; at 23 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201605029

Reference yield: 99.0%

(2R)-3-iodo-2-methylpropyl benzyl ether (90344-49-3) + (1R,2R)-(-)-pseudoephedrinepropionamide (192060-67-6) → (S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Guidance literature:

With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol047779s

upstream raw materials:

(1R,2R)-pseudoephedrine

propionic acid anhydride

propionyl chloride

Downstream raw materials:

(2S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylhexanamide

(2S,4S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4-trimethyloctanamide

(2S,4S)-4-benzyloxy-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpentanamide

(2S,6S)-N-[(1R,2R)-N-(2-hydroxy-1-methyl-2-phenyl)ethyl]-N,2,6-trimethyloctanamide