[(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt

Base Information

• Chemical Name: [(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt
• CAS No.: 917389-35-6
• Molecular Formula: C₂₀H₁₈O₈*C₃₀H₃₀F₄N₄O₄
• Molecular Weight: 972.944
• Mol file: 917389-35-6.mol

Synonyms:[(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt

Chemical Property of [(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt

There total 11 articles about [(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt 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:

2-methoxy-5-trifluoromethylphenyl isocyanate (16588-75-3) → [(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt (917389-35-6)

Guidance literature:

Multi-step reaction with 6 steps

1: acetonitrile / 38 - 45 h / 35 - 88 °C

2: triethylamine / dichloro bis(acetonitrile) palladium(II); tris-(o-tolyl)phosphine / Isobutyronitrile / 16 - 22 h / 90 - 102 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate / chlorobenzene / 9.17 - 9.33 h / 120 - 130 °C / Heating / reflux

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane; chlorobenzene / 22 h / 20 °C / Heating / reflux

5: ethyl acetate / 19.5 - 75.5 h / 0 - 20 °C / Resolution of racemate

6: ethyl acetate / 21.17 h / 0 - 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trichlorophosphate; dichloro bis(acetonitrile) palladium(II); tris-(o-tolyl)phosphine; In 1,4-dioxane; Isobutyronitrile; ethyl acetate; chlorobenzene; acetonitrile;

Reference yield:

2-bromo-6-fluoroaniline (65896-11-9) → [(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt (917389-35-6)

Guidance literature:

Multi-step reaction with 6 steps

1: acetonitrile / 38 - 45 h / 35 - 88 °C

2: triethylamine / dichloro bis(acetonitrile) palladium(II); tris-(o-tolyl)phosphine / Isobutyronitrile / 16 - 22 h / 90 - 102 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate / chlorobenzene / 9.17 - 9.33 h / 120 - 130 °C / Heating / reflux

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane; chlorobenzene / 22 h / 20 °C / Heating / reflux

5: ethyl acetate / 19.5 - 75.5 h / 0 - 20 °C / Resolution of racemate

6: ethyl acetate / 21.17 h / 0 - 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trichlorophosphate; dichloro bis(acetonitrile) palladium(II); tris-(o-tolyl)phosphine; In 1,4-dioxane; Isobutyronitrile; ethyl acetate; chlorobenzene; acetonitrile;

Reference yield:

N-(2-fluorophenyl)-N'-[2-methoxy-5-(trifluoromethyl)phenyl]urea (917389-24-3) → [(R)-8-fluoro-2-[4-(3-methoxy-phenyl)-piperazin-1-yl]-3-(2-methoxy-5-trifluoromethyl-phenyl)-3,4-dihydro-quinazolin-4-yl]-acetic acid methyl ester (2R,3R)-2,3-bis-(4-methyl-benzoyloxy)-succinic acid salt (917389-35-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid; acetic acid / palladium diacetate / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 4 h / 56 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate / chlorobenzene / 9.17 - 9.33 h / 120 - 130 °C / Heating / reflux

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane; chlorobenzene / 22 h / 20 °C / Heating / reflux

5: ethyl acetate / 19.5 - 75.5 h / 0 - 20 °C / Resolution of racemate

6: ethyl acetate / 21.17 h / 0 - 20 °C

With sulfuric acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate; palladium diacetate; In 1,4-dioxane; ethyl acetate; chlorobenzene; acetone;

upstream raw materials:

(R)-methyl 2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetate

Di-p-toluoyl-L-tartaric acid

methyl 2-[8-fluoro-3-[2-methoxy-5-(trifluoromethyl)phenyl]-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3,4-dihydroquinazolin-4-yl] acetate

(+/-)-{8-fluoro-2-[4-(3-methoxyphenyl)-piperazin-1-yl]-3-[2-methoxy-5-trifluoromethyl-phenyl]-3,4-dihydro-quinazolin-4-yl}acetic acid

Downstream raw materials:

(R)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic acid

methyl 2-[8-fluoro-3-[2-methoxy-5-(trifluoromethyl)phenyl]-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3,4-dihydroquinazolin-4-yl] acetate

(+/-)-{8-fluoro-2-[4-(3-methoxyphenyl)-piperazin-1-yl]-3-[2-methoxy-5-trifluoromethyl-phenyl]-3,4-dihydro-quinazolin-4-yl}acetic acid

(S)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)-phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic acid