trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester

Base Information

• Chemical Name: trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester
• CAS No.: 684284-68-2
• Molecular Formula: C₃₂H₂₂F₄N₂O₅S
• Molecular Weight: 622.597
• Mol file: 684284-68-2.mol

Synonyms:trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester

Chemical Property of trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester

There total 8 articles about trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl 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: 88.0%

9-benzhydryloxy-7-(4-fluoro-benzyl)-5-hydroxy-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one (684284-67-1) + N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) → trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester (684284-68-2)

Guidance literature:

With caesium carbonate; In acetonitrile; at 20 ℃;

Reference yield: 43.0%

9-benzhydryloxy-7-(4-fluoro-benzyl)-5-hydroxy-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one (684284-67-1) + phenyl trifluoromethanesulfonamide (456-64-4) → trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester (684284-68-2)

Guidance literature:

With caesium carbonate; In dichloromethane; for 1h; Heating;

DOI:10.1016/j.bmcl.2006.05.016

Reference yield:

7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione (684284-29-5) → trifluoro-methanesulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester (684284-68-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 63 percent / NaOH / dioxane; H₂O / 1 h / 20 °C

2.1: 80 percent / 1,2-dichloro-ethane / 3 h / 70 °C

3.1: 100 percent / K₂CO₃; 4-dimethylaminopyridine / tetrahydrofuran; H₂O / 12 h / 20 °C

4.1: 82 percent / DEAD; Ph₃P / CH₂Cl₂ / 3 h / 20 °C

5.1: aq. LiBH₄ / tetrahydrofuran / 0 - 20 °C

5.2: Ac₂O; DMAP / CH₂Cl₂ / 12 h / 20 °C

5.3: 47 percent / triethylsilane; TMSOTf; 2,6-lutidine / 12 h / 20 °C

6.1: 100 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

7.1: 43 percent / Cs₂CO₃ / CH₂Cl₂ / 1 h / Heating

With dmap; sodium hydroxide; lithium borohydride; tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2006.05.016

upstream raw materials:

9-benzhydryloxy-7-(4-fluoro-benzyl)-5-hydroxy-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

phenyl trifluoromethanesulfonamide

7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione

carbonic acid ethyl ester 7-(4-fluoro-benzyl)-9-hydroxy-6,8-dioxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester

Downstream raw materials:

2-[9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl]-benzoic acid ethyl ester

3-[9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl]-benzoic acid ethyl ester

9-benzhydryloxy-5-(4-ethoxy-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinoline-5-carboxylic acid