O,O-diphenyl-N-benzoylamidophosphate

Base Information

• Chemical Name: O,O-diphenyl-N-benzoylamidophosphate
• CAS No.: 95127-78-9
• Molecular Formula: C₁₉H₁₆NO₄P
• Molecular Weight: 353.314
• Mol file: 95127-78-9.mol

Synonyms:O,O-diphenyl-N-benzoylamidophosphate

Chemical Property of O,O-diphenyl-N-benzoylamidophosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O,O-diphenyl-N-benzoylamidophosphate

There total 10 articles about O,O-diphenyl-N-benzoylamidophosphate 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: 96.0%

diphenyl hydrogen phosphite (4712-55-4) + benzoyl azide (582-61-6) → O,O-diphenyl-N-benzoylamidophosphate (95127-78-9)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/acs.orglett.0c03987

Reference yield: 95.0%

diphenyl phosphoryl azide (26386-88-9) + benzoic acid (65-85-0,8013-63-6) → O,O-diphenyl-N-benzoylamidophosphate (95127-78-9)

Guidance literature:

benzoic acid; With N-methylcyclohexylamine; isopropyl chloroformate; In tetrahydrofuran; toluene; at 0 ℃; for 0.333333h;

With LiAlHSeH; In tetrahydrofuran; toluene; at 0 - 5 ℃; for 0.5h;

diphenyl phosphoryl azide; In tetrahydrofuran; toluene; at 25 ℃;

DOI:10.1021/jo061703n

Reference yield:

benzoyl chloride (98-88-4) → O,O-diphenyl-N-benzoylamidophosphate (95127-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiAlHSeH / tetrahydrofuran

1.2: I₂; KI / tetrahydrofuran

2.1: 88 percent / iPr₂NEt; piperidine / acetonitrile / 3 h / 25 °C

With piperidine; LiAlHSeH; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.tetlet.2006.04.144

upstream raw materials:

N-trichlorophosphoranylidene-benzamide

sodium phenoxide

Phosphorsaeure-diphenylester-chlorid-benzimid

diphenyl phosphoryl azide

Downstream raw materials:

O,O-diphenyl-N-benzoylamidophosphate(TaF₅)2

(C₆H₅O)2P(O)NHC(O)C₆H₅(TaF₅)

Refernces

• 1、 Currie, Iain,Sleebs, Brad E.. "Synthesis of Acyl Phosphoramidates Employing a Modified Staudinger Reaction". supporting information. p. 464 - 468. Retrieved 2021/02/03.