Diethyl 4-aminobenzylphosphonate

Base Information

• Chemical Name: Diethyl 4-aminobenzylphosphonate
• CAS No.: 20074-79-7
• Molecular Formula: C11H18NO3P
• Molecular Weight: 243.243
• Hs Code.: 29199000
• European Community (EC) Number: 243-504-8
• NSC Number: 84194
• DSSTox Substance ID: DTXSID70173896
• Nikkaji Number: J50.270G
• Wikidata: Q83043941
• ChEMBL ID: CHEMBL1818155
• Mol file: 20074-79-7.mol

Synonyms:Diethyl 4-aminobenzylphosphonate;20074-79-7;4-(diethoxyphosphorylmethyl)aniline;Diethyl p-aminobenzylphosphonate;p-Aminobenzylphosphonic acid diethyl ester;Diethyl (p-aminobenzyl)phosphonate;Phosphonic acid, P-[(4-aminophenyl)methyl]-, diethyl ester;Phosphonic acid, p-aminobenzyl-, diethyl ester;Phosphonic acid, [(4-aminophenyl)methyl]-, diethyl ester;EINECS 243-504-8;NSC 84194;BRN 2941613;C11H18NO3P;diethyl(4-aminobenzyl)phosphonate;Diethyl (4-aminobenzyl)phosphonate;Phosphonic acid, ((4-aminophenyl)methyl)-, diethyl ester;Timtec-Bb Sbb000830;4-16-00-01131 (Beilstein Handbook Reference);Phosphonic;diethyl (4-aminophenyl)methylphosphonate;SCHEMBL479061;CHEMBL1818155;WLN: ZR D1PO&O2&O2;DTXSID70173896;4-Amino benzyl diethyl phosphonate;diethyl 4-(amino)benzylphosphonate;NSC84194;MFCD00007913;NSC-84194;AKOS015916672;Diethyl 4-aminobenzylphosphonate, 99%;AS-70712;diethyl [(4-aminophenyl)methyl]phosphonate;LS-106415;(4-Aminobenzyl)phosphonic acid diethyl ester;CS-0132412;FT-0637945;(p-Aminobenzyl)phosphonic acid, diethyl ester;F16279;A814221;J-012994;Phosphonic acid,p-[(4-aminophenyl)methyl]-,diethyl ester

Chemical Property of Diethyl 4-aminobenzylphosphonate

Chemical Property:

• Appearance/Colour: beige to light brown crystals or cryst. powder
• Vapor Pressure: 4.44E-06mmHg at 25°C
• Melting Point: 90-94 °C
• Refractive Index: 1.521
• Boiling Point: 383.3 °C at 760 mmHg
• PKA: 4.51±0.10(Predicted)
• Flash Point: 185.6 °C
• PSA: 71.36000
• Density: 1.153 g/cm³
• LogP: 3.61610
• Water Solubility.: Soluble in methylene chloride, acetone and benzene. Insoluble in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 243.10243043
• Heavy Atom Count: 16
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Diethyl4-Aminobenzylphosphonate ^*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: CCOP(=O)(CC1=CC=C(C=C1)N)OCC
• Uses: Diethyl 4-aminobenzylphosphonate is used as a reagent in the preparation of [4-(tetradecanoylamino)benzyl]phosphonic acid. It is also used in the production of diethyl p-benzoylaminobenzylphosphonate.

Technology Process of Diethyl 4-aminobenzylphosphonate

There total 12 articles about Diethyl 4-aminobenzylphosphonate 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: 82.3%

4-aminobenzenemethanol (623-04-1) + triethyl phosphite (122-52-1) → diethyl (4-aminobenzyl)phosphonate (20074-79-7)

Guidance literature:

With tetramethylammonium bromide; sodium iodide; at 155 ℃; for 9h;

Reference yield: 80.0%

diethyl p-nitrobenzylphosphonate (2609-49-6) → diethyl (4-aminobenzyl)phosphonate (20074-79-7)

Guidance literature:

With palladium on activated charcoal; hydrogen;

DOI:10.1016/j.bmc.2019.03.034

Reference yield:

α-bromo-p-toluidine (63516-03-0) + triethyl phosphite (122-52-1) → diethyl (4-aminobenzyl)phosphonate (20074-79-7)

Guidance literature:

Reflux; Inert atmosphere;

DOI:10.1021/jm401251p

upstream raw materials:

diethyl p-nitrobenzylphosphonate

O,O-diethyl benzylphosphonate

C₁₅H₂₂NO₅P

α-bromo-p-toluidine

Downstream raw materials:

diethyl 4-(hydroxy)benzylphosphonate

nitroaminostilbene

diethyl N-(2,4-dinitrophenyl)-4-aminobenzylphosphonate

{4-[(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-(4-hydroxy-3-methanesulfonylamino-phenyl)-ethylamino]-2-(4-methoxy-phenyl)-propionylamino]-benzyl}-phosphonic acid diethyl ester

Refernces

• 1、 -. "ANTIMALARIAL COMPOUNDS". Page/Page column 36-38. . Retrieved 2020/10/20.
• 2、 Wang, Ruifeng,Zhao, Xiangxin,Yu, Sijia,Chen, Yixuan,Cui, Hengxian,Wu, Tianxiao,Hao, Chenzhou,Zhao, Dongmei,Cheng, Maosheng. "Discovery of 7H-pyrrolo[2,3-d]pyridine derivatives as potent FAK inhibitors: Design, synthesis, biological evaluation and molecular docking study". . . Retrieved 2020/07/23.