phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester diethyl ester

Base Information

• Chemical Name: phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester diethyl ester
• CAS No.: 835917-17-4
• Molecular Formula: C₂₄H₂₃Cl₂N₄O₅P
• Molecular Weight: 549.35
• Mol file: 835917-17-4.mol

Synonyms:

Chemical Property of phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester diethyl ester

There total 8 articles about phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester 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:

diethyl chlorophosphate (814-49-3) + 4-[1-(3,5-dichloro-phenyl)-3-methyl-2,5-dioxo-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazol-3-ylmethyl]-benzonitrile (835917-16-3) → phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester diethyl ester (835917-17-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -10 ℃;

DOI:10.1016/j.tetlet.2004.11.065

Reference yield:

4-cyanobenzyl bromide (17201-43-3) → phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester diethyl ester (835917-17-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: LHMDS / tetrahydrofuran / -15 °C

2.1: BnMe₃NOH; NaOH / dioxane / 45 °C

2.2: aq. HCl / 50 °C

3.1: tBuCOCl / tetrahydrofuran / 0 - 10 °C

4.1: TsOH*H₂O / methanol / 50 °C

5.1: tetrahydrofuran / 20 - 35 °C

6.1: CuCl; iPr₂NEt; Celite / toluene; acetonitrile / 0.5 h / 80 °C

7.1: LHMDS / tetrahydrofuran / -10 °C

With sodium hydroxide; Celite; pivaloyl chloride; N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; copper(l) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; acetonitrile;

DOI:10.1016/j.tetlet.2004.11.065

Reference yield:

(2R,5R)-3-(3,5-dichlorophenyl)-2-isopropyl-5-methyl-1-(2,2,2-trichloroacetyl)-imidazolidin-4-one (341027-25-6) → phosphoric acid 5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazol-3-yl ester diethyl ester (835917-17-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: LHMDS / tetrahydrofuran / -15 °C

2.1: BnMe₃NOH; NaOH / dioxane / 45 °C

2.2: aq. HCl / 50 °C

3.1: tBuCOCl / tetrahydrofuran / 0 - 10 °C

4.1: TsOH*H₂O / methanol / 50 °C

5.1: tetrahydrofuran / 20 - 35 °C

6.1: CuCl; iPr₂NEt; Celite / toluene; acetonitrile / 0.5 h / 80 °C

7.1: LHMDS / tetrahydrofuran / -10 °C

With sodium hydroxide; Celite; pivaloyl chloride; N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; copper(l) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; acetonitrile;

DOI:10.1016/j.tetlet.2004.11.065

upstream raw materials:

diethyl chlorophosphate

4-[1-(3,5-dichloro-phenyl)-3-methyl-2,5-dioxo-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazol-3-ylmethyl]-benzonitrile

4-cyanobenzyl bromide

(2R,5R)-3-(3,5-dichlorophenyl)-2-isopropyl-5-methyl-1-(2,2,2-trichloroacetyl)-imidazolidin-4-one

Downstream raw materials:

(R)-3-(4-cyanobenzyl)-1-(3,5-dichlorophenyl)-5-iodo-3-methyl-imidazo[1,2-a]-imidazol-2-one