diethyl 5-methyl-2-nitrobenzylphosphonate

Base Information

• Chemical Name: diethyl 5-methyl-2-nitrobenzylphosphonate
• CAS No.: 503856-39-1
• Molecular Formula: C₁₂H₁₈NO₅P
• Molecular Weight: 287.252
• Mol file: 503856-39-1.mol

Synonyms:diethyl 5-methyl-2-nitrobenzylphosphonate

Chemical Property of diethyl 5-methyl-2-nitrobenzylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 5-methyl-2-nitrobenzylphosphonate

There total 3 articles about diethyl 5-methyl-2-nitrobenzylphosphonate 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: 95.0%

2-(bromomethyl)-4-methyl-1-nitrobenzene (110822-05-4) + triethyl phosphite (122-52-1) → diethyl 5-methyl-2-nitrobenzylphosphonate (503856-39-1)

Guidance literature:

In toluene; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol400137q

Reference yield:

5-methyl-2-nitrobenzoic acid (3113-72-2) → diethyl 5-methyl-2-nitrobenzylphosphonate (503856-39-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere

2: phosphorus tribromide / diethyl ether / 3 h / Inert atmosphere

3: toluene / 24 h / 120 °C / Inert atmosphere

With dimethylsulfide borane complex; phosphorus tribromide; In tetrahydrofuran; diethyl ether; toluene;

DOI:10.1021/ol400137q

Reference yield:

5-methyl-2-nitrobenzyl alcohol (66424-92-8) → diethyl 5-methyl-2-nitrobenzylphosphonate (503856-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / diethyl ether / 3 h / Inert atmosphere

2: toluene / 24 h / 120 °C / Inert atmosphere

With phosphorus tribromide; In diethyl ether; toluene;

DOI:10.1021/ol400137q

upstream raw materials:

2-(bromomethyl)-4-methyl-1-nitrobenzene

triethyl phosphite

5-methyl-2-nitrobenzoic acid

5-methyl-2-nitrobenzyl alcohol

Downstream raw materials:

4-methyl-2-((1-(phenylsulfonyl)piperidin-3-ylidene)methyl)aniline

9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

3-(2-azido-5-methoxybenzylidene)-1-Boc-piperidine

(5-methyl-2-octanoylamino-benzyl)-phosphonic acid diethyl ester

Refernces

• 1、 Matsui, Toshiaki,Takahashi, Shinya,Matsunaga, Naoki,Nakamura, Kazunori,Omawari, Nagashige,Sakai, Masaru,Kamoshima, Wataru,Terai, Kouichiro,Ohno, Hiroyuki,Obata, Takaaki,Nakai, Hisao,Toda, Masaaki. "Discovery of novel phosphonic acid derivatives as new chemical leads for inhibitors of TNF-α production". . p. 3807 - 3815. Retrieved 2007/10/03.