Sparfosic acid

Base Information

• Chemical Name: Sparfosic acid
• CAS No.: 51321-79-0
• Molecular Formula: C₆H₁₀NO₈P
• Molecular Weight: 255.121
• UNII: 78QVZ7RG8L
• DSSTox Substance ID: DTXSID80199325
• Nikkaji Number: J11.181C
• Wikidata: Q10851798
• NCI Thesaurus Code: C1398
• Pharos Ligand ID: 4BY5W1GRAM65
• Metabolomics Workbench ID: 140116
• ChEMBL ID: CHEMBL504802
• Mol file: 51321-79-0.mol

Synonyms:l-aspartic acid, n-(2-phosphonoacetyl)-;N-(phosphonacetyl)-L-aspartate;N-(phosphonoacetyl)-L-aspartate;n-(phosphonoacetyl)-l-aspartic acid;NCI 224131;NSC 224131;NSC 224131, disodium salt;NSC 224131, tetrasodium salt;NSC-224131;PALA;phosphonoacetyl-l-aspartic acid;sparfosic acid

Chemical Property of Sparfosic acid

Chemical Property:

• Appearance/Colour: An important raw material and intermed
• Boiling Point: 96.8°C
• PKA: 1.73±0.10(Predicted)
• PSA: 171.04000
• Density: 1.792±0.06 g/cm3(Predicted)
• LogP: -1.40090
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 255.01440327
• Heavy Atom Count: 16
• Complexity: 346

Purity/Quality:

98%Min ^*data from raw suppliers

N-(PHOSPHONACETYL)-L-ASPARTATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)O)NC(=O)CP(=O)(O)O)C(=O)O
• Isomeric SMILES: C([C@@H](C(=O)O)NC(=O)CP(=O)(O)O)C(=O)O

Technology Process of Sparfosic acid

There total 5 articles about Sparfosic 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: 97.0%

(S)-2-[2-(Diethoxy-phosphoryl)-acetylamino]-succinic acid di-tert-butyl ester (189264-23-1) → N-phosphonoacetyl-L-aspartic acid (97730-49-9,51321-79-0)

Guidance literature:

With trimethylsilyl bromide; In acetonitrile; for 0.666667h; Heating;

DOI:10.1080/00397919708003363

Reference yield: 78.0%

N-(Phosphonoacetyl)-L-asparaginsaeure-di(p-nitrobenzyl)ester (118903-73-4) → N-(Phosphonoacetyl)-L-asparaginsaeure (51321-79-0,97730-49-9)

Guidance literature:

With hydrogen; acetic acid; palladium; In methanol; for 3h;

Reference yield:

N-(Phosphonoacetyl)-L-asparaginsaeure-di-(p-nitrobenzyl)-P,P-dimethylester (118903-72-3) → N-(Phosphonoacetyl)-L-asparaginsaeure (51321-79-0,97730-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / HBr/CH₃COOH / 1 h / Ambient temperature

2: 78 percent / H₂/CH₃COOH / Pd / methanol / 3 h

With hydrogen bromide; hydrogen; acetic acid; palladium; In methanol;

upstream raw materials:

(S)-2-[2-(Diethoxy-phosphoryl)-acetylamino]-succinic acid di-tert-butyl ester

N-(Phosphonoacetyl)-L-asparaginsaeure-di(p-nitrobenzyl)ester

N-(Phosphonoacetyl)-L-asparaginsaeure-di-(p-nitrobenzyl)-P,P-dimethylester

Refernces

• 1、 Gloede,Gross,Henklein,Niedrich,Tanneberger St.,Tschiersch. "Synthesis of N-(phosphonoacetyl)-L-aspartic acid (PALA)". . p. 434 - 434. Retrieved 2007/10/02.