4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

Base Information

Chemical Name:4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]
CAS No.:1426679-18-6
Molecular Formula:C₃₂H₂₉N₃O₂S
Molecular Weight:519.667
Hs Code.:

Synonyms:4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

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Chemical Property of 4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

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Technology Process of 4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

There total 6 articles about 4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline] 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: 100.0%

: 4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

: 1426679-18-6
4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

: 4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

Guidance literature:: With (S)-CPA; In dichloromethane; at 20 ℃; for 32h; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol4002416

Reference yield:

: 21109-25-1
1-(1H-indol-2-yl)methanamine

: 1426679-18-6
4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

: 4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / 3.17 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4.1: 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate / dichloromethane / 48 h / 50 °C / Inert atmosphere; Schlenk technique

5.1: (S)-CPA / dichloromethane / 32 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; (S)-CPA; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; triethylamine; In methanol; dichloromethane; 3.1: |Friedel-Crafts Alkylation;
DOI:10.1021/ol4002416

Reference yield:

: 1426678-91-2
N-((1H-indol-2-yl)methyl)-4-methyl-N-((4-phenylquinolin-2-yl)methyl)benzenesulfonamide

: 1426679-18-6
4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

: 4'-phenyl-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

Guidance literature:: Multi-step reaction with 2 steps

1: 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate / dichloromethane / 48 h / 50 °C / Inert atmosphere; Schlenk technique

2: (S)-CPA / dichloromethane / 32 h / 20 °C / Inert atmosphere

With (S)-CPA; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In dichloromethane;
DOI:10.1021/ol4002416