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

Base Information

Chemical Name:ethyl 1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indole-2-carboxylate
CAS No.:144397-04-6
Molecular Formula:C₂₁H₂₀ClNO₃S
Molecular Weight:401.914
Hs Code.:

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

There total 10 articles about ethyl 1-(4-chlorobenzyl)-4-methyl-6-hydroxy-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: 96.0%

: 144397-03-5
4-Allyl-3-tert-butylsulfanyl-1-(4-chloro-benzyl)-5-hydroxy-1H-indole-2-carboxylic acid ethyl ester

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

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(00)61266-2

Reference yield: 74.0%

: 144397-03-5
4-Allyl-3-tert-butylsulfanyl-1-(4-chloro-benzyl)-5-hydroxy-1H-indole-2-carboxylic acid ethyl ester

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

: 144397-05-7
8-tert-Butylsulfanyl-6-(4-chloro-benzyl)-2-methyl-1,2-dihydro-6H-furo[3,2-e]indole-7-carboxylic acid ethyl ester

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(00)61266-2

Reference yield:

: 70-23-5
ethyl Bromopyruvate

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

Guidance literature:: Multi-step reaction with 3 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

With sodium acetate; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; toluene;
DOI:10.1021/jm00034a013