D-2-Amino-3-phosphono-propionic acid

Base Information

• Chemical Name: D-2-Amino-3-phosphono-propionic acid
• CAS No.: 23052-80-4
• Molecular Formula: C3H8NO5P
• Molecular Weight: 169.074
• Hs Code.: 29310099
• European Community (EC) Number: 630-752-0
• UNII: 8FNS8ES1TA
• DSSTox Substance ID: DTXSID501017380
• Nikkaji Number: J548.786B
• Wikidata: Q27094214
• ChEMBL ID: CHEMBL1741913
• Mol file: 23052-80-4.mol

Synonyms:2-amino-3-phosphono-propionic acid;2-amino-3-phosphonopropionate;2-amino-3-phosphonopropionic acid;2-amino-3-phosphonopropionic acid, (DL)-isomer;2-amino-3-phosphonopropionic acid, sodium salt;2-amino-3-phosphopropionic acid;2-amino-3-PHOSPROP;2-AP3;3-phosphono-L-alanine;3-phosphonoalanine;alanine, 3-phosphono-;L-AP3;phosphonoalanine

Chemical Property of D-2-Amino-3-phosphono-propionic acid

Chemical Property:

• Appearance/Colour: White hygroscopic solid
• Vapor Pressure: 1.34E-10mmHg at 25°C
• Melting Point: 227-229 °C
• Boiling Point: 481.6 °C at 760 mmHg
• PKA: 1.22±0.10(Predicted)
• Flash Point: 245.1 °C
• PSA: 130.66000
• Density: 1.763 g/cm³
• LogP: -0.72370
• Storage Temp.: 0-6°C
• XLogP3: -5.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 169.01400935
• Heavy Atom Count: 10
• Complexity: 174

Purity/Quality:

98%min ^*data from raw suppliers

LAP3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)O)N)P(=O)(O)O
• Isomeric SMILES: C([C@@H](C(=O)O)N)P(=O)(O)O
• Uses: L-AP3 is a selective antagonist of the PI-linked metabotropic glutamate response.

Technology Process of D-2-Amino-3-phosphono-propionic acid

There total 2 articles about D-2-Amino-3-phosphono-propionic 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:

2-((S)-1-Phenyl-ethylamino)-3-phosphono-propionic acid (86554-28-1,86554-34-9) → 2-Amino-3-phosphono-propionic acid (5652-28-8,20263-06-3,23052-80-4,128241-72-5) + 2-Amino-3-phosphono-propionic acid (5652-28-8,20263-06-3,23052-80-4,128241-72-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; at 100 ℃; for 10h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)91895-2

Reference yield:

2-((S)-1-Phenyl-ethylamino)-3-phosphono-propionic acid (86554-28-1,86554-34-9) → 2-Amino-3-phosphono-propionic acid (5652-28-8,20263-06-3,23052-80-4,128241-72-5) + 2-Amino-3-phosphono-propionic acid (5652-28-8,20263-06-3,23052-80-4,128241-72-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; at 100 ℃; for 10h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)91895-2

Reference yield: 92.0%

L-(+)-2-amino-3-phosphonopropanoic acid (23052-80-4) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 3-phosphonoalanin (850166-12-0)

Guidance literature:

With thionyl chloride; at 12 - 20 ℃;

upstream raw materials:

2-((S)-1-Phenyl-ethylamino)-3-phosphono-propionic acid

Downstream raw materials:

benzyl 3-phosphonoalanin

Refernces