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

Base Information

Chemical Name:9-benzhydryloxy-5-(4-ethoxy-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one
CAS No.:684287-25-0
Molecular Formula:C₃₉H₃₁FN₂O₃
Molecular Weight:594.685
Hs Code.:

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

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

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

There total 8 articles about 9-benzhydryloxy-5-(4-ethoxy-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one 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: 21.0%

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

: 22237-13-4
(4-ethoxyphenyl)boronic acid

: 684287-25-0
9-benzhydryloxy-5-(4-ethoxy-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

Guidance literature:: With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; at 120 ℃; for 6h;

Reference yield:

: 684284-29-5
7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione

: 684287-25-0
9-benzhydryloxy-5-(4-ethoxy-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

Guidance literature:: Multi-step reaction with 8 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

8.1: K₂CO₃ / tetrakis-(triphenylphosphine)-palladium⁽⁰⁾ / toluene; ethanol; H₂O / 3 h / 120 °C

With dmap; sodium hydroxide; lithium borohydride; tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene;
DOI:10.1016/j.bmcl.2006.05.016

Reference yield:

: 684284-30-8
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

: 684287-25-0
9-benzhydryloxy-5-(4-ethoxy-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / 1,2-dichloro-ethane / 3 h / 70 °C

2.1: 100 percent / K₂CO₃; 4-dimethylaminopyridine / tetrahydrofuran; H₂O / 12 h / 20 °C

3.1: 82 percent / DEAD; Ph₃P / CH₂Cl₂ / 3 h / 20 °C

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

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

4.3: 47 percent / triethylsilane; TMSOTf; 2,6-lutidine / 12 h / 20 °C

5.1: 100 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

6.1: 43 percent / Cs₂CO₃ / CH₂Cl₂ / 1 h / Heating

7.1: K₂CO₃ / tetrakis-(triphenylphosphine)-palladium⁽⁰⁾ / toluene; ethanol; H₂O / 3 h / 120 °C

With dmap; lithium borohydride; tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene;
DOI:10.1016/j.bmcl.2006.05.016