2-Azaniumyl-5-phosphonopentanoate

Base Information

• Chemical Name: 2-Azaniumyl-5-phosphonopentanoate
• CAS No.: 76326-31-3
• Molecular Formula: C₅H₁₂NO₅P
• Molecular Weight: 197.128
• Hs Code.: 2931900090
• Mol file: 76326-31-3.mol

Synonyms:2-azaniumyl-5-phosphonopentanoate

Chemical Property of 2-Azaniumyl-5-phosphonopentanoate

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 1.28E-10mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 482.1 °C at 760 mmHg
• PKA: 2.46±0.10(Predicted)
• Flash Point: 245.4 °C
• PSA: 130.66000
• Density: 1.529 g/cm³
• LogP: 0.05650
• Storage Temp.: Store at RT
• Solubility.: NH4OH 1 M: 50 mg/mL, clear, colorless
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 197.04530948
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

DL-AP5 ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(C(=O)[O-])[NH3+])CP(=O)(O)O
• Uses: DL-2-Amino-5-phosphonopentanoic acid has been used:in the inactivation of N-methyl-D-aspartate (NMDA)-mediated synapsesused in growth medium for inhibition of electrical activity in the neuronal networkused to isolate N-methyl-D-aspartate receptors (NMDAR) or α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR)-mediated currents were isolated using this productused in double distilled water to compare its NMDA antagonistic action with that of prion protein (PrPC)

Technology Process of 2-Azaniumyl-5-phosphonopentanoate

There total 15 articles about 2-Azaniumyl-5-phosphonopentanoate 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: 92.0%

2-Acetylamino-2-[3-(diethoxy-phosphoryl)-propyl]-malonic acid diethyl ester (95306-95-9) → APV (76326-31-3)

Guidance literature:

With hydrogenchloride; pyrographite; for 15h; Heating;

Reference yield: 81.0%

(-)-(2R,3E)-2-amino-5-phosphono-3-pentenoic acid (118492-04-9) → AP-5 (76326-31-3,76726-92-6,79055-67-7,79055-68-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h; under 760 Torr; Ambient temperature;

DOI:10.1271/bbb.60.680

Reference yield: 65.0%

(R)-2-Amino-5-(diethoxy-phosphoryl)-pentanoic acid → AP-5 (76326-31-3,76726-92-6,79055-67-7,79055-68-8)

Guidance literature:

With hydrogenchloride; pyrographite; Heating;

upstream raw materials:

2-Acetylamino-2-[3-(diethoxy-phosphoryl)-propyl]-malonic acid diethyl ester

(S)-2-amino-5-phosphonopentanoic acid

(-)-(2R,3E)-2-amino-5-phosphono-3-pentenoic acid

(E)-3-(3-(diethylphosphono)prop-2-en-1-yl)-4-(tert-butoxycarbonyl)-5-phenyl-2H-1,4-oxazin-2-one

Downstream raw materials:

AP-5

2-(N-phenylacetylamino)-5-phosphonovaleric acid

benzyl DL-2-amino-5-phosphonopentanoate

N-(4-amino-4-deoxypteroyl)-DL-2-amino-5-phosphonopentanoic acid

Refernces

• 1、 Fukuari, Masashi,Ichimoto, Itsuo,Kirihata, Mitsunori. "Asymmetric synthesis of D-(E)-2-amino-5-phosphono-3-pentenoic acid (APPA) by using a chiral auxiliary". . p. 680 - 682. Retrieved 1996.
• 2、 Rozhko,Ragulin,Tsvetkov. "Phosphorus-containing aminocarboxylic acids. VI. Improved synthesis of 2-amino-5-phosphonopentanoic acid". . p. 1065 - 1067. Retrieved 2007/10/03.