N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-2-phenylacetamide

Base Information

• Chemical Name: N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-2-phenylacetamide
• CAS No.: 477807-90-2
• Molecular Formula: C17H19NO2
• Molecular Weight: 269.343
• DSSTox Substance ID: DTXSID60456307
• Nikkaji Number: J1.792.720E
• Wikidata: Q82278693
• Mol file: 477807-90-2.mol

Synonyms:CTK1D1511;477807-90-2;DTXSID60456307;N-[(1S,2R)-1-Methyl-2-phenyl-2-hydroxyethyl]benzeneacetamide

Chemical Property of N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-2-phenylacetamide

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 269.141578849
• Heavy Atom Count: 20
• Complexity: 293

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C1=CC=CC=C1)O)NC(=O)CC2=CC=CC=C2
• Isomeric SMILES: C[C@@H]([C@@H](C1=CC=CC=C1)O)NC(=O)CC2=CC=CC=C2

Technology Process of N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-2-phenylacetamide

There total 1 articles about N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-2-phenylacetamide 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: 84.0%

(1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) + phenylacetyl chloride (103-80-0) → phenylacetic acid-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamide) (477807-90-2)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; for 16h;

DOI:10.1002/jhet.5570390431

Reference yield: 87.0%

phenylacetic acid-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamide) (477807-90-2) → (1R,2S)-2-Phenethylamino-1-phenyl-propan-1-ol (220999-88-2)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; for 15h; Heating;

DOI:10.1002/jhet.5570390431

Reference yield: 83.0%

phenylacetic acid-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamide) (477807-90-2) → (4S,5S)-2-Benzyl-4-methyl-5-phenyl-4,5-dihydro-oxazole

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); diisopropyl-carbodiimide; In tetrahydrofuran; at 150 ℃; for 0.25h; microwave irradiation;

DOI:10.1016/j.tetlet.2004.10.143

upstream raw materials:

(1R,2S)-norephedrine

phenylacetyl chloride

Downstream raw materials:

(1R,2S)-2-Phenethylamino-1-phenyl-propan-1-ol

C₁₇H₂₀N₂O₂

Refernces

• 1、 Casper, David M.,Nora, George P.,Blackburn, Jennifer R.,Bentley, Jeromy T.,Taylor, Deanna C.,Hitchcock, Shawn R.. "Synthesis of N4-substituted[1,3,4]oxadiazinan-2-ones derived from norephedrine". . p. 823 - 828. Retrieved 2007/10/03.