(4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole

Base Information

Chemical Name:(4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole
CAS No.:350677-99-5
Molecular Formula:C₂₁H₂₀N₂O₂S
Molecular Weight:364.468
Hs Code.:

Synonyms:(4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole

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Chemical Property of (4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole

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Technology Process of (4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole

There total 10 articles about (4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole 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:

: 1024-38-0
N-(2-bromophenyl)-4-methylbenzenesulfonamide

: 350677-99-5
(4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole

Guidance literature:: Multi-step reaction with 5 steps

1: Pd₂dba3*CHCl₃; (S)-BINAPO / dimethylformamide / 21 h / 0 °C

2: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

3: 90 percent / PBr₃ / tetrahydrofuran / 1.5 h / 0 - 20 °C

4: 95 percent / dimethylsulfoxide / 1 h / 20 °C

5: 73 percent / Pd(OAc)2; Me₂PPh; Ag₂CO₃ / dimethylsulfoxide / 17 h / 90 °C

With hydrogenchloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; phosphorus tribromide; silver carbonate; (S)-1,1'-binaphthalene-2,2'-diylbis(diphenylphosphine oxide); Dimethyl(phenyl)phosphine; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; 5: Heck reaction;
DOI:10.1021/ja029382u

Reference yield:

: 350677-95-1
(S)-N-(2-bromophenyl)-N-(2-(2-tert-butyldimethylsiloxy)methylcyclohex-2-en-1-yl)(4-methylbenzene)sulfonamide

: 350677-99-5
(4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

2: 90 percent / PBr₃ / tetrahydrofuran / 1.5 h / 0 - 20 °C

3: 95 percent / dimethylsulfoxide / 1 h / 20 °C

4: 73 percent / Pd(OAc)2; Me₂PPh; Ag₂CO₃ / dimethylsulfoxide / 17 h / 90 °C

With hydrogenchloride; palladium diacetate; phosphorus tribromide; silver carbonate; Dimethyl(phenyl)phosphine; In tetrahydrofuran; dimethyl sulfoxide; 4: Heck reaction;
DOI:10.1021/ja029382u

Reference yield:

: 350678-16-9
(S)-N-[(2-bromomethyl)-2-cyclohexenyl]-N-(2-bromophenyl)-4-methylbenzenesulfonamide

: 350677-99-5
(4aS,9aS)-4a-cyanomethyl-9-(4-methylbenzenesulfonyl)-2,4a,9,9a-tetrahydro-1H-carbazole

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / dimethylsulfoxide / 1 h / 20 °C

2: 73 percent / Pd(OAc)2; Me₂PPh; Ag₂CO₃ / dimethylsulfoxide / 17 h / 90 °C

With palladium diacetate; silver carbonate; Dimethyl(phenyl)phosphine; In dimethyl sulfoxide; 2: Heck reaction;
DOI:10.1021/ja029382u