Diphenyl (methylamido)phosphate

Base Information

• Chemical Name: Diphenyl (methylamido)phosphate
• CAS No.: 2014-79-1
• Molecular Formula: C₁₃H₁₄NO₃P
• Molecular Weight: 263.233
• DSSTox Substance ID: DTXSID401257191
• Mol file: 2014-79-1.mol

Synonyms:Diphenyl (methylamido)phosphate;SCHEMBL17322734;DTXSID401257191;Phosphoramidic acid, methyl-, diphenyl ester;2014-79-1

Chemical Property of Diphenyl (methylamido)phosphate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 263.07113031
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNP(=O)(OC1=CC=CC=C1)OC2=CC=CC=C2

Technology Process of Diphenyl (methylamido)phosphate

There total 8 articles about Diphenyl (methylamido)phosphate 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: 84.0%

chlorophosphoric acid diphenyl ester (2524-64-3) + methylamine (74-89-5) → diphenyl methylphosphoramidate (2014-79-1)

Guidance literature:

In water;

Reference yield: 59.0%

C14H16NO4P → diphenyl methylphosphoramidate (2014-79-1)

Guidance literature:

With o-phenylenebis(diphenylphosphine); triisobutylaluminum; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In hexane; at 150 ℃; for 20h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/d0ob01815e

Reference yield: 34.0%

2-azidoacetyl chloride (30426-58-5) + N-Methyl-N-trimethylsilyl-amidophosphorsaeure-diphenylester (17937-91-6) → diphenyl methylphosphoramidate (2014-79-1) + (2-Azido-acetyl)-methyl-phosphoramidic acid diphenyl ester

Guidance literature:

In xylene; at 90 ℃; for 7h;

upstream raw materials:

chlorophosphoric acid diphenyl ester

methylamine

methyltrimethylsilylamine

2-azidoacetyl chloride

Downstream raw materials:

Phosphorsaeure-diphenylester-(N-chlor-methylamid)

dimethyl N-methylphosphoramidate

Methyl-phosphoramidic acid monomethyl ester

Methyl-phosphoramidic acid monophenyl ester

Refernces

• 1、 Li, Bin-Jie,Simard, Ryan D.,Beauchemin, André M.. "O -Phthalaldehyde catalyzed hydrolysis of organophosphinic amides and other P(O)-NH containing compounds". supporting information. p. 8667 - 8670. Retrieved 2017/08/10.
• 2、 Kerdel, Katia,Baboulene, Michel. "HYDROBORATION-OXIDATION OF 1-TRIALKYLSILYL DIALKYLPHOSPHORAMIDOPROPYNES REGIOSELECTIVITY AND REACTIVITY". . p. 39 - 54. Retrieved 2007/10/02.