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

Base Information

Chemical Name:(S)-7-cyano-4-(3-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ylcarbamic acid isopropyl ester
CAS No.:1196037-83-8
Molecular Formula:C₂₃H₂₂FN₃O₃
Molecular Weight:407.444
Hs Code.:

Synonyms:(S)-7-cyano-4-(3-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ylcarbamic acid isopropyl ester

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

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

There total 12 articles about (S)-7-cyano-4-(3-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ylcarbamic 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: 64.0%

: 1196037-70-3
(S)-7-cyano-4-(3-fluoro-2-methoxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ylcarbamic acid isopropyl ester

: 1196037-83-8
(S)-7-cyano-4-(3-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ylcarbamic acid isopropyl ester

Guidance literature:: With boron tribromide; In dichloromethane; at 0 ℃;

Reference yield:

: 930-30-3
cyclopent-2-enone

: 1196037-83-8
(S)-7-cyano-4-(3-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ylcarbamic 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 / 20 °C / Inert atmosphere

9.1: boron tribromide / dichloromethane / 0 °C

With hydrogenchloride; zinc diacetate; boron tribromide; 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; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

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

: 1196037-83-8
(S)-7-cyano-4-(3-fluoro-2-hydroxybenzyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ylcarbamic 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 / 20 °C / Inert atmosphere

8.1: boron tribromide / dichloromethane / 0 °C

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