Acide spaglumique

Base Information

• Chemical Name: Acide spaglumique
• CAS No.: 4910-46-7
• Molecular Formula: C₁₁H₁₆N₂O₈
• Molecular Weight: 304.257
• UNII: X81L78B3RB
• DSSTox Substance ID: DTXSID0045385
• Nikkaji Number: J8.783A
• Wikidata: Q20817261
• Metabolomics Workbench ID: 151942
• ChEMBL ID: CHEMBL2105616
• Mol file: 4910-46-7.mol

Synonyms:beta-NAAG;N-acetylaspartyl-beta-linked glutamate

Chemical Property of Acide spaglumique

Chemical Property:

• Vapor Pressure: 6.21E-26mmHg at 25°C
• Boiling Point: 769.5°Cat760mmHg
• Flash Point: 419.1°C
• PSA: 170.10000
• Density: 1.472g/cm³
• LogP: -0.81820
• Storage Temp.: −20°C
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 304.09066547
• Heavy Atom Count: 21
• Complexity: 448

Purity/Quality:

98%Min ^*data from raw suppliers

N-Acetyl-β-Asp-Glu ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC(CC(=O)NC(CCC(=O)O)C(=O)O)C(=O)O
• Isomeric SMILES: CC(=O)N[C@@H](CC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O
• Uses: neurotransmitter; mGluR3 receptors

Technology Process of Acide spaglumique

There total 6 articles about Acide spaglumique 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: 85.0%

Ac-AspBzl (104870-30-6) → Spaglumic acid (4910-46-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid;

Reference yield:

α-benzyl ester of N-acetylaspartic adid (104840-92-8) → Spaglumic acid (4910-46-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / ethyl acetate / 0.03 h / -15 °C

2: N-methylmorpholine / ethyl acetate; dimethylformamide / 40 min at -15 deg C, then 1 h at 10 deg C

3: 85 percent / hydrogen / Pd/C / ethanol; H₂O; acetic acid

With 4-methyl-morpholine; hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

Nα-acetyl-L-aspartic acid β-tert-butyl ester (117833-18-8) → Spaglumic acid (4910-46-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 43 percent / triethylamine / dimethylformamide / 48 h / 20 °C

2: 72 percent / trifluoroacetic acid / 0.5 h / 20 °C

3: N-methylmorpholine / ethyl acetate / 0.03 h / -15 °C

4: N-methylmorpholine / ethyl acetate; dimethylformamide / 40 min at -15 deg C, then 1 h at 10 deg C

5: 85 percent / hydrogen / Pd/C / ethanol; H₂O; acetic acid

With 4-methyl-morpholine; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; trifluoroacetic acid;

upstream raw materials:

Ac-AspBzl

α-benzyl ester of N-acetylaspartic adid

N^α-acetyl-L-aspartic acid β-tert-butyl ester

α-benzyl,β-tert-butyl ester of N-acetylaspartic acid

Refernces

• 1、 Piotrovskii, L. B.,Dumpis, M. A.,Poznyakova, L. N.,Aleksandrova, L. N.,Sepetov, N. F.. "N-acetylaspartylglutamic acid and its β-isomer". . p. 96 - 100. Retrieved 2007/10/02.