4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid

Base Information

Chemical Name:4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid
CAS No.:1416584-90-1
Molecular Formula:C₂₇H₂₆F₄N₂O₄S
Molecular Weight:550.574
Hs Code.:

4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid

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Chemical Property of 4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid

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Technology Process of 4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid

There total 13 articles about 4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid 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:

: C₂₉H₃₀F₄N₂O₄S

: 1416584-90-1
4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acsmedchemlett.8b00145

Reference yield:

: C₁₇H₂₀FNO₃

: 1416584-90-1
4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid

Guidance literature:: Multi-step reaction with 7 steps

1: OJ-H / isopropyl alcohol / Resolution of racemate; Inert atmosphere

2: titanium(IV) tetraethanolate / tetrahydrofuran / 80 °C / Inert atmosphere

3: methanol; sodium tetrahydroborate / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1.5 h / 20 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

6: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

7: sodium hydroxide / water; tetrahydrofuran; methanol / 2 h / 20 °C / Inert atmosphere

With methanol; dmap; titanium(IV) tetraethanolate; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; isopropyl alcohol;
DOI:10.1021/acsmedchemlett.8b00145

Reference yield:

: 1416585-31-3
tert-butyl (3aS,9aR)-7-fluoro-9-oxo-1,2,3,3a,9,9a-hexahydro-4H-cyclopenta[b]quinoline-4-carboxylate

: 1416584-90-1
4-(cyclopropyl((3aS,9R,9aR)7-fluoro-4-(4-((trifluoromethyl)thio)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoicacid

Guidance literature:: Multi-step reaction with 6 steps

1: titanium(IV) tetraethanolate / tetrahydrofuran / 80 °C / Inert atmosphere

2: methanol; sodium tetrahydroborate / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1.5 h / 20 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

5: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

6: sodium hydroxide / water; tetrahydrofuran; methanol / 2 h / 20 °C / Inert atmosphere

With methanol; dmap; titanium(IV) tetraethanolate; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/acsmedchemlett.8b00145