(+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate

Base Information

• Chemical Name: (+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate
• CAS No.: 1642790-73-5
• Molecular Formula: C₁₄H₂₁N₂O₅P
• Molecular Weight: 328.305
• Mol file: 1642790-73-5.mol

Synonyms:(+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate

Chemical Property of (+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate

There total 4 articles about (+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate 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: 76.0%

(+/-)-diethyl ((1-(benzyloxy)-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate (1642790-70-2) → (+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate (1642790-73-5)

Guidance literature:

With 10% palladium hydroxide on charcoal; hydrogen; In ethanol; at 20 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4ra00757c

Reference yield:

(E)-diethyl (3-(1-(benzyloxy)-3-phenylureido)prop-1-en-1-yl)phosphonate (1639810-06-2) → (+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate (1642790-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / tetrahydrofuran / 48 h / 70 °C / Inert atmosphere

2: 10% palladium hydroxide on charcoal; hydrogen / ethanol / 3 h / 20 °C / Schlenk technique; Inert atmosphere

With 10% palladium hydroxide on charcoal; potassium tert-butylate; hydrogen; In tetrahydrofuran; ethanol;

DOI:10.1039/c4ra00757c

Reference yield:

(E)-diethyl (3-oxoprop-1-en-1-yl)phosphonate → (+/-)-diethyl ((1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate (1642790-73-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

1.3: 2 h / Inert atmosphere

2.1: dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 48 h / 70 °C / Inert atmosphere

4.1: 10% palladium hydroxide on charcoal; hydrogen / ethanol / 3 h / 20 °C / Schlenk technique; Inert atmosphere

With 10% palladium hydroxide on charcoal; potassium tert-butylate; hydrogen; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1039/c4ra00757c

upstream raw materials:

diethyl (E)-(3-((benzyloxy)amino)prop-1-en-1-yl)phosphonate

(E)-diethyl (3-(1-(benzyloxy)-3-phenylureido)prop-1-en-1-yl)phosphonate

(+/-)-diethyl ((1-(benzyloxy)-3-phenyl-2-oxoimidazolidin-4-yl)-methyl)phosphonate

Downstream raw materials:

(+/-)-(1-hydroxy-3-phenyl-2-oxoimidazolidin-4-yl)methylphosphonic acid