4-(3-Phosphonopropyl)piperazine-2-carboxylic acid

Base Information

• Chemical Name: 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid
• CAS No.: 100828-16-8
• Deprecated CAS: 115921-97-6,108549-42-4,120937-13-5,126947-96-4
• Molecular Formula: C₈H₁₇N₂O₅P
• Molecular Weight: 252.207
• European Community (EC) Number: 624-824-0,634-473-5
• UNII: 98Y1I8ZD4M
• DSSTox Substance ID: DTXSID10905774
• Nikkaji Number: J377.332I,J260.391H
• Wikidata: Q27272147
• ChEMBL ID: CHEMBL22304
• Mol file: 100828-16-8.mol

Synonyms:carboxypeptidase P;microsomal prolylcarboxypeptidase

Chemical Property of 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.14E-13mmHg at 25°C
• Boiling Point: 546.7°Cat760mmHg
• PKA: 1.89±0.20(Predicted)
• Flash Point: 284.4°C
• PSA: 119.91000
• Density: 1.408g/cm³
• LogP: -0.82070
• Storage Temp.: Desiccate at RT
• Solubility.: H2O: 99.2 mg/mL
• XLogP3: -6.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 252.08750864
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

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

(+)-3-(2-Carboxypiperazin-4-yl)-propyl-1-phosphoricAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC(N1)C(=O)O)CCCP(=O)(O)O
• Recent ClinicalTrials: A Study Evaluating the Safety and Efficacy of HB0036 in Subjects With Advanced Solid Tumors
• Uses: (+)-3-(2-Carboxypiperazin-4-yl)-propyl-1-phosphoric Acid is a compound with NMDA antagonistic activity.

Technology Process of 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid

There total 10 articles about 4-(3-Phosphonopropyl)piperazine-2-carboxylic 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: 78.0%

(+/-)-tert-Butyl 4-<3-(diethoxyphosphinyl)propyl>piperazine-2-carboxylate (146398-95-0) → 4-(3-phosphonopropyl)-2-piperazinecarboxylic acid (100828-16-8)

Guidance literature:

With trimethylsilyl bromide; In chloroform; for 18h;

DOI:10.1055/s-1992-26301

Reference yield: 75.0%

(+/-)-Ethyl 4-<3-(diethoxyphosphinyl)propyl>piperazine-2-carboxylate (146398-98-3) → 4-(3-phosphonopropyl)-2-piperazinecarboxylic acid (100828-16-8)

Guidance literature:

With hydrogenchloride; for 18h; Heating;

DOI:10.1055/s-1992-26301

Reference yield: 72.0%

(+/-)-2-carboxamido-4-<3-(diethoxyphosphinyl)propyl>piperazine (156833-99-7) → 4-(3-phosphonopropyl)-2-piperazinecarboxylic acid (100828-16-8)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

upstream raw materials:

(+/-)-Ethyl 4-<3-(diethoxyphosphinyl)propyl>piperazine-2-carboxylate

(+/-)-tert-Butyl 4-<3-(diethoxyphosphinyl)propyl>piperazine-2-carboxylate

(+/-)-2-carboxamido-4-<3-(diethoxyphosphinyl)propyl>piperazine

pyrazinamide