{[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester

Base Information

• Chemical Name: {[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester
• CAS No.: 294177-16-5
• Molecular Formula: C₂₁H₂₇N₆O₈P
• Molecular Weight: 522.455
• Mol file: 294177-16-5.mol

Synonyms:{[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester

Chemical Property of {[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester

There total 2 articles about {[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic 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: 90.0%

diethylphosphonoacetic acid (3095-95-2) + 2-(Benzoylamino)-9-[2-(aminooxy)ethoxymethyl]-1,9-dihydropurin-6-one (294177-15-4) → {[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester (294177-16-5)

Guidance literature:

diethylphosphonoacetic acid; With benzotriazol-1-ol; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

2-(Benzoylamino)-9-[2-(aminooxy)ethoxymethyl]-1,9-dihydropurin-6-one; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/S0014-827X(00)00046-X

Reference yield:

N-{9-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethoxymethyl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-benzamide → {[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester (294177-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 45 percent / hydrazine monohydrate / methanol / 1 h / 20 °C

2.1: 1H-benzotriazol-1-ol / dimethylformamide / 0.5 h / 0 °C

2.2: 90 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 24 h / 20 °C

With benzotriazol-1-ol; hydrazine hydrate; In methanol; N,N-dimethyl-formamide; 1.1: hydrazinolysis / 2.1: Acylation / 2.2: Acylation;

DOI:10.1016/S0014-827X(00)00046-X

Reference yield: 91.0%

{[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester (294177-16-5) → C17H17N6O8P(2-)*2Na(1+)

Guidance literature:

{[2-(2-benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester; With 2,4,6-trimethyl-pyridine; trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 12h;

With sodium hydroxide; for 0.5h;

DOI:10.1016/S0014-827X(00)00046-X

upstream raw materials:

diethylphosphonoacetic acid

2-(Benzoylamino)-9-[2-(aminooxy)ethoxymethyl]-1,9-dihydropurin-6-one