ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

Base Information

Chemical Name:ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate
CAS No.:147961-11-3
Molecular Formula:C₃₃H₂₉ClN₂O₃S
Molecular Weight:569.124
Hs Code.:

Synonyms:ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

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Chemical Property of ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

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Technology Process of ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

There total 9 articles about ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate 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: 74.0%

: 146775-28-2
2-chloromethyl-5-phenylpyridine

: 144397-04-6
ethyl 1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

: 147961-11-3
ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; acetonitrile; Ambient temperature;
DOI:10.1021/jm00034a013

Reference yield:

: 70-23-5
ethyl Bromopyruvate

: 147961-11-3
ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / tetrahydrofuran / 1.5 h / 0 °C

2: 80 percent / AcONa, AcOH / toluene / 1.5 h / 70 °C

3: 2.) p-TSA / 1.) 1,2-dichlorobenzene, 200 deg C, 7 h, 2.) 1,2-dichlorobenzene, 150 deg C, 30 min

4: 74 percent / Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

With sodium acetate; caesium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00034a013

Reference yield:

: 141863-12-9
ethyl 3-tert-butylthio-2-oxo-propionate

: 147961-11-3
ethyl 1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / AcONa, AcOH / toluene / 1.5 h / 70 °C

2: 2.) p-TSA / 1.) 1,2-dichlorobenzene, 200 deg C, 7 h, 2.) 1,2-dichlorobenzene, 150 deg C, 30 min

3: 74 percent / Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

With sodium acetate; caesium carbonate; toluene-4-sulfonic acid; acetic acid; In N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00034a013