N-Benzyl-DL-aspartic acid

Base Information

• Chemical Name: N-Benzyl-DL-aspartic acid
• CAS No.: 5555-22-6
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Hs Code.: 2922499990
• European Community (EC) Number: 226-917-8
• NSC Number: 163081,60241
• UNII: 2BV23TSD8J
• DSSTox Substance ID: DTXSID601307665
• Wikidata: Q27254535
• Mol file: 5555-22-6.mol

Synonyms:IEM-1770;IEM1770

Chemical Property of N-Benzyl-DL-aspartic acid

Chemical Property:

• Vapor Pressure: 2.4E-06mmHg at 25°C
• Melting Point: 194-197 °C (decomp)
• Refractive Index: 1.576
• Boiling Point: 376.7 °C at 760 mmHg
• PKA: 2.13±0.23(Predicted)
• Flash Point: 181.6 °C
• PSA: 86.63000
• Density: 1.311 g/cm³
• LogP: 1.09500
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

N-BenzylasparticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(CC(=O)O)C(=O)O

Technology Process of N-Benzyl-DL-aspartic acid

There total 6 articles about N-Benzyl-DL-aspartic acid 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: 62.0%

maleic anhydride (108-31-6) + benzylamine (100-46-9) → N-benzyl aspartic acid (5555-22-6)

Guidance literature:

maleic anhydride; With lithium hydroxide; In dimethyl sulfoxide; at 50 ℃;

benzylamine; In dimethyl sulfoxide; at 125 ℃;

DOI:10.1016/j.tetlet.2005.02.159

Reference yield:

benzylamine (100-46-9) → N-benzyl aspartic acid (5555-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous NaOH-solution; water / und Erwaermen des Reaktionsprodukts mit Chlorwasserstoff enthaltendem Aethanol

2: aqueous hydrochloric acid

With hydrogenchloride; sodium hydroxide; water;

DOI:10.1021/ja01191a070

Reference yield:

diethyl 2-(benzylamino)succinate (746551-67-7) → N-benzyl aspartic acid (5555-22-6)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01191a070

upstream raw materials:

maleic anhydride

benzylamine

diethyl 2-(benzylamino)succinate

maleic acid

Downstream raw materials:

N,N-Diaethyl-N²-benzyl-β-DL-asparagin

N-Benzyl-DL-asparaginsaeure-monochlorid

N-benzyl-N-nitroso-DL-aspartic acid

Refernces