ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate

Base Information

• Chemical Name: ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate
• CAS No.: 838850-85-4
• Molecular Formula: C₁₉H₃₀NO₉P
• Molecular Weight: 447.422
• Mol file: 838850-85-4.mol

Synonyms:ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate

Chemical Property of ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate

There total 2 articles about ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate 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: 85.0%

ethyl 2-diethoxyphosphinoylacrylate (20345-61-3) + 1,2-dimethoxy-4-(2-nitroethyl)benzene (70360-83-7) → ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate (838850-85-4)

Guidance literature:

1,2-dimethoxy-4-(2-nitroethyl)benzene; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.666667h;

ethyl 2-diethoxyphosphinoylacrylate; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1055/s-2004-835656

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate (838850-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: piperidine / methanol / 0.5 h / Heating

1.2: 73 percent / methanol / 70 h / Heating

2.1: NaH / tetrahydrofuran / 0.67 h / 20 °C

2.2: 85 percent / tetrahydrofuran / 24 h / 20 °C

With piperidine; sodium hydride; In tetrahydrofuran; methanol; 2.2: Michael addition;

DOI:10.1055/s-2004-835656

Reference yield: 62.0%

ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate (838850-85-4) → ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-oxopentanoate (838850-96-7)

Guidance literature:

ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate; With sodium methylate; In methanol; at 20 ℃; for 0.5h;

With sulfuric acid; In methanol; at -60 ℃; for 2h;

DOI:10.1055/s-2004-835656

upstream raw materials:

ethyl 2-diethoxyphosphinoylacrylate

1,2-dimethoxy-4-(2-nitroethyl)benzene

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-oxopentanoate

3-diethoxyphosphoryl-5-(3,4-dimethoxyphenylmethyl)pyrrolidin-2-one

3-diethoxyphosphoryl-5-(3,4-dimethoxyphenylmethyl)-3,4-dihydro-2(5H)-furanone

Refernces

• 1、 Janecki, Tomasz,B?aszczyk, Edyta,Studzian, Kazimierz,Janecka, Anna,Krajewska, Urszula,Rózalski, Marek. "Novel synthesis, cytotoxic evaluation, and structure-activity relationship studies of a series of α-alkylidene-γ-lactones and lactams". . p. 3516 - 3521. Retrieved 2007/10/03.