Diethyl phenethylphosphoramidate

Base Information

• Chemical Name: Diethyl phenethylphosphoramidate
• CAS No.: 57673-91-3
• Molecular Formula: C12H20 N O3 P
• Molecular Weight: 257.269
• European Community (EC) Number: 260-891-9
• NSC Number: 100755
• DSSTox Substance ID: DTXSID70206375
• Nikkaji Number: J296.763D
• Wikidata: Q83080210
• Mol file: 57673-91-3.mol

Synonyms:57673-91-3;diethyl phenethylamidophosphate;Diethyl phenethylphosphoramidate;N-diethoxyphosphoryl-2-phenylethanamine;EINECS 260-891-9;Diethyl N-(2-phenylethyl)-phosphoramidate;SCHEMBL3171506;DTXSID70206375;NSC100755;AKOS024319563;NSC 100755;NSC-100755;(Phenethylamino)phosphonic acid diethyl ester;FT-0640475;Phosphoramidic acid, (2-phenylethyl)-, diethyl ester

Chemical Property of Diethyl phenethylphosphoramidate

Chemical Property:

• Vapor Pressure: 1.79E-05mmHg at 25°C
• Refractive Index: 1.4975-1.4995
• Boiling Point: 363.5°Cat760mmHg
• Flash Point: 158.7°C
• PSA: 57.37000
• Density: 1.099g/cm³
• LogP: 3.39070
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 257.11808050
• Heavy Atom Count: 17
• Complexity: 232

Purity/Quality:

98% ^*data from raw suppliers

DIETHYL PHENETHYLAMIDOPHOSPHATE 93.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(NCCC1=CC=CC=C1)OCC

Technology Process of Diethyl phenethylphosphoramidate

There total 10 articles about Diethyl phenethylphosphoramidate 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%

phenethylamine (64-04-0) + phosphonic acid diethyl ester (762-04-9) → diethyl phenethylphosphoramidate (57673-91-3)

Guidance literature:

phosphonic acid diethyl ester; With trichloroisocyanuric acid; In acetonitrile; at 20 ℃; for 0.25h;

phenethylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1055/s-0036-1589111

Reference yield: 88.0%

acetic acid (64-19-7,77671-22-8) + phenethylamine (64-04-0) + (EtO)2PO-N(Ph)-SO2CF3 → methyl-N-(benzyl-methyl)-formamide (877-95-2) + diethyl phenethylphosphoramidate (57673-91-3)

Guidance literature:

With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Further Variations:; Reagents; Solvents; reaction times; Product distribution;

DOI:10.1039/b004264l

Reference yield:

diethyl N-(β-phenylvinyl)-phosphoramidate (86423-40-7) → diethyl phenethylphosphoramidate (57673-91-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 50 ℃; for 1h; Yield given;

DOI:10.1055/s-1987-27902

upstream raw materials:

Phenethyl-phosphorimidic acid triethyl ester

diethyl N-(β-phenylvinyl)-phosphoramidate

diethyl aziridin-1-ylphosphonate

phenylmagnesium bromide

Downstream raw materials:

phenethylamine; toluene-4-sulfonate

phenethylamine

Refernces

• 1、 Tan, Chen,Liu, Xinyuan,Jia, Huanxin,Zhao, Xiaowen,Chen, Jian,Wang, Zhiyong,Tan, Jiajing. "Practical Synthesis of Phosphinic Amides/Phosphoramidates through Catalytic Oxidative Coupling of Amines and P(O)?H Compounds". supporting information. p. 881 - 887. Retrieved 2020/01/02.
• 2、 Dhineshkumar, Jayaraman,Prabhu, Kandikere Ramaiah. "Erratum: Cross-hetero-dehydrogenative coupling reaction of phosphites: A catalytic metal-free phosphorylation of amines and alcohols (Organic Letters (2013) 15:23 (6062) DOI: 10.1021/ol402956b)". supporting information. p. 326 - 326. Retrieved 2014/01/23.