[(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl ester

Base Information

Chemical Name:[(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl ester
CAS No.:1196037-85-0
Molecular Formula:C₂₃H₂₂FN₃O₃
Molecular Weight:407.444
Hs Code.:

Synonyms:

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Chemical Property of [(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl ester

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Technology Process of [(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl ester

There total 10 articles about [(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl 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:

: 930-30-3
cyclopent-2-enone

: 1196037-85-0
[(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium carbonate / methanol; water / 20 °C

2.1: acetic acid / 5 h / Reflux

3.1: hydrazine hydrate / tetrahydrofuran; water / 22 h / 20 - 55 °C

4.1: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C

5.1: Chiralcel OJ 8 / Resolution of racemate

6.1: zinc diacetate; zinc / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 18 h / 100 °C

7.1: hydrogenchloride / 1,4-dioxane / 18 h / 20 °C

7.2: 4 h / 20 °C

8.1: caesium carbonate / N,N-dimethyl-formamide / -40 - 20 °C / Cooling with dry ice

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; zinc diacetate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; sodium carbonate; caesium carbonate; hydrazine hydrate; acetic acid; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

: 1029691-06-2
(+/-)-2-(3-oxocyclopentyl)isoindole-1,3-dione

: 1196037-85-0
[(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: acetic acid / 5 h / Reflux

2.1: hydrazine hydrate / tetrahydrofuran; water / 22 h / 20 - 55 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C

4.1: Chiralcel OJ 8 / Resolution of racemate

5.1: zinc diacetate; zinc / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 18 h / 100 °C

6.1: hydrogenchloride / 1,4-dioxane / 18 h / 20 °C

6.2: 4 h / 20 °C

7.1: caesium carbonate / N,N-dimethyl-formamide / -40 - 20 °C / Cooling with dry ice

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; zinc diacetate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; caesium carbonate; hydrazine hydrate; acetic acid; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

: 1196037-58-7
(R,S)-7-bromo-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-ylamine

: 1196037-85-0
[(S)-7-cyano-4-(5-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl]carbamic acid isopropyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C

2.1: Chiralcel OJ 8 / Resolution of racemate

3.1: zinc diacetate; zinc / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 18 h / 100 °C

4.1: hydrogenchloride / 1,4-dioxane / 18 h / 20 °C

4.2: 4 h / 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / -40 - 20 °C / Cooling with dry ice

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; zinc diacetate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; caesium carbonate; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;