1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Base Information

Chemical Name:1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline
CAS No.:849092-84-8
Molecular Formula:C₂₂H₂₅ClN₂O₂S
Molecular Weight:416.972
Hs Code.:

1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1<i>H</i>-β-carboline

Synonyms:1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

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Chemical Property of 1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

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Technology Process of 1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

There total 5 articles about 1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline 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: 90.0%

: 849092-83-7
1-(4-chloro-butylidene)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

: 849092-84-8
1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Guidance literature:: 1-(4-chloro-butylidene)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline; With trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; at -42 ℃; for 1.5h;

With sodium cyanoborohydride; In dichloromethane; at -42 - -10 ℃;
DOI:10.1021/ol0473391

Reference yield:

: 849092-82-6
N-(5-chloro-pent-1-ynyl)-N-[2-(1H-indol-3-yl)-ethyl]-4-methyl-benzenesulfonamide

: 849092-84-8
1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Guidance literature:: Multi-step reaction with 2 steps

1.1: 56 percent / p-nitrobenzenesulfonic acid / toluene / 0.08 h / 90 °C

2.1: TFAA; TFA / CH₂Cl₂ / 1.5 h / -42 °C

2.2: 90 percent / NaCNBH₃ / CH₂Cl₂ / -42 - -10 °C

With p-nitrobenzenesulfonic acid; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; toluene; 1.1: Pictet-Spengler cyclization;
DOI:10.1021/ol0473391

Reference yield:

: 61-54-1
tryptamine

: 849092-84-8
1-(4-chloro-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / Et₃N / tetrahydrofuran

2.1: 48 percent / K₃PO₄; CuSO₄*5H₂O; 1,10-phenanthroline / toluene / 47 h / 75 °C

3.1: 56 percent / p-nitrobenzenesulfonic acid / toluene / 0.08 h / 90 °C

4.1: TFAA; TFA / CH₂Cl₂ / 1.5 h / -42 °C

4.2: 90 percent / NaCNBH₃ / CH₂Cl₂ / -42 - -10 °C

With potassium phosphate; 1,10-Phenanthroline; p-nitrobenzenesulfonic acid; copper(II) sulfate; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; toluene; 3.1: Pictet-Spengler cyclization;
DOI:10.1021/ol0473391