2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride

Base Information

Chemical Name:2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride
CAS No.:1028294-56-5
Molecular Formula:C₃₅H₃₂Cl₂N₂O₃S
Molecular Weight:631.623
Hs Code.:

2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride

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Chemical Property of 2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride

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Technology Process of 2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride

There total 7 articles about 2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride 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:

: 155143-17-2
ethyl <1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>acetate

: 1028294-56-5
2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 19 g / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

3: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 0 deg C, 20 min, 2.) DMF, RT, 18 h

4: aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

5: 1.) NaH, 2.) pyridine, 3.) oxalyl chloride

With pyridine; lithium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; caesium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00034a013

Reference yield:

: [5-Allyloxy-3-tert-butylsulfanyl-1-(4-chloro-benzyl)-1H-indol-2-yl]-acetic acid ethyl ester

: 1028294-56-5
2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride

Guidance literature:: Multi-step reaction with 6 steps

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

2: 19 g / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

4: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 0 deg C, 20 min, 2.) DMF, RT, 18 h

5: aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

6: 1.) NaH, 2.) pyridine, 3.) oxalyl chloride

With pyridine; lithium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00034a013

Reference yield:

: 150461-49-7
2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-c,d>indol-2-yl>ethanol

: 1028294-56-5
2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-propionyl chloride

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 0 deg C, 20 min, 2.) DMF, RT, 18 h

2: aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

3: 1.) NaH, 2.) pyridine, 3.) oxalyl chloride

With pyridine; lithium hydroxide; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1021/jm00034a013