N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester
• CAS No.: 1263914-08-4
• Molecular Formula: C₁₅H₂₄NO₅P
• Molecular Weight: 329.333
• Mol file: 1263914-08-4.mol

Synonyms:N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester

Chemical Property of N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester

There total 5 articles about N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester 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: 83.0%

2-bromo-N-(tert-butoxycarbonyl)aniline (78839-75-5) + triethyl phosphite (122-52-1) → N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester (1263914-08-4)

Guidance literature:

With palladium diacetate; at 175 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c0dt00881h

Reference yield: 62.0%

diethyl N-(t-butoxycarbonyl)-N-phenylphosphoramidate → N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester (1263914-08-4)

Guidance literature:

With sec.-butyllithium; diisopropylamine; In diethyl ether; hexane; at -20 - 20 ℃; for 20h; Inert atmosphere;

DOI:10.1007/s00706-017-2058-x

Reference yield: 55.0%

diethyl N-(t-butoxycarbonyl)-N-phenylphosphoramidate → N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester (1263914-08-4) + diethyl phenylphosphoramidate (1445-38-1)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1007/s00706-017-2058-x

upstream raw materials:

2-bromo-N-(tert-butoxycarbonyl)aniline

triethyl phosphite

diethyl phenylphosphoramidate

aniline

Downstream raw materials:

2-(aminophenyl)phosphine

1H-1,3-benzazaphosphole

Refernces

• 1、 Aluri, Bhaskar Reddy,Niaz, Basit,Kindermann, Markus K.,Jones, Peter G.,Heinicke, Joachim. "PC-N-Heterocycles: Synthesis of biaryl-type 1,3-benzazaphospholes with ortho-substituted phenyl or 2-heteroaryl groups". experimental part. p. 211 - 224. Retrieved 2011/02/16.