(R)-2-Amino-N-methyl-3-phenylpropanamide

Base Information

• Chemical Name: (R)-2-Amino-N-methyl-3-phenylpropanamide
• CAS No.: 144836-90-8
• Molecular Formula: C10H14 N2 O
• Molecular Weight: 178.234
• DSSTox Substance ID: DTXSID00546796
• Nikkaji Number: J2.232.366K
• Wikidata: Q82424709
• Mol file: 144836-90-8.mol

Synonyms:(R)-2-Amino-N-methyl-3-phenylpropanamide;144836-90-8;(2R)-2-amino-N-methyl-3-phenylpropanamide;D-Phenylalanine methylamide;N-Methyl-D-phenylalaninamide;Benzenepropanamide, a-amino-N-methyl-, (aR)-;D-Phenylalanine-N-methyl amide;SCHEMBL7648961;DTXSID00546796;BVRKOQJETMBIDK-SECBINFHSA-N;MFCD12198421;AKOS016844091;AS-66162;C72746

Chemical Property of (R)-2-Amino-N-methyl-3-phenylpropanamide

Chemical Property:

• Boiling Point: 379.2±35.0 °C(Predicted)
• PKA: 15.58±0.46(Predicted)
• PSA: 55.12000
• Density: 1.078±0.06 g/cm3(Predicted)
• LogP: 1.39360
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.110613074
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-Amino-N-methyl-3-phenylpropanamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C(CC1=CC=CC=C1)N
• Isomeric SMILES: CNC(=O)[C@@H](CC1=CC=CC=C1)N

Technology Process of (R)-2-Amino-N-methyl-3-phenylpropanamide

There total 11 articles about (R)-2-Amino-N-methyl-3-phenylpropanamide 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:

C25H24N2O3 → D-phenylalanine methylamide (144836-90-8)

Guidance literature:

With 2,2'-iminobis[ethanol]; In acetonitrile; at 20 ℃;

Reference yield:

(D)-Trt-Phe-OH → D-phenylalanine methylamide (144836-90-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / pyridine, cyanuric fluoride / CH₂Cl₂ / 0.75 h / -10 °C

2: 78 percent / triethylamine / dimethylformamide; H₂O / 0.08 h / 0 °C

3: TsOH, H₂O

With pyridine; trifluoro-[1,3,5]triazine; water; toluene-4-sulfonic acid; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.3891/acta.chem.scand.52-1144

Reference yield:

(D)-Trt-Phe-F (214344-16-8) → D-phenylalanine methylamide (144836-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / triethylamine / dimethylformamide; H₂O / 0.08 h / 0 °C

2: TsOH, H₂O

With water; toluene-4-sulfonic acid; triethylamine; In water; N,N-dimethyl-formamide;

DOI:10.3891/acta.chem.scand.52-1144

upstream raw materials:

D-(R)-phenylalanine

methylamine

Trt-(D)-Phe-NHMe

(D)-Trt-Phe-F

Downstream raw materials:

(R)-5-benzyl-2,2,3-trimethylimidazolidin-4-one

Ac-Pro-D-Phe-NHMe

2-[3-(4-methoxy-phenyl)-oxaziridin-2-yl]-N-methyl-3-phenyl-propionamide

N-hydroxy-α-D-phenylalanine methylamide

Refernces

• 1、 -. "Pyrrolidine compound and application thereof". . . Retrieved 2021/11/10.
• 2、 Karygiannis, Georgios,Athanassopoulos, Costas,Mamos, Petros,Karamanos, Nikolaos,Papaioannou, Dionissios,Francis, George W.. "Preparation and properties of enantiomerically pure Nα-tritylamino acid fluorides". . p. 1144 - 1150. Retrieved 2007/10/03.