methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Base Information

Chemical Name:methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate
CAS No.:1262427-64-4
Molecular Formula:C₂₃H₂₃ClN₂O₅
Molecular Weight:442.899
Hs Code.:

Synonyms:methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

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Chemical Property of methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

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Technology Process of methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

There total 3 articles about methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-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: 97.0%

: 380895-64-7
methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3- carboxylate

: 79-04-9
chloroacetyl chloride

: 1262427-64-4
methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In chloroform; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.2174/157340610793563992

Reference yield:

: 73-22-3,27732-43-0,80206-30-0,27813-82-7
L-Tryptophan

: 1262427-64-4
methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: acetyl chloride

2: trifluoroacetic acid / dichloromethane / 96 h / 0 - 20 °C / Inert atmosphere

3: sodium hydrogencarbonate / chloroform / 1 h / 0 °C / Inert atmosphere

With sodium hydrogencarbonate; acetyl chloride; trifluoroacetic acid; In dichloromethane; chloroform; 2: Pictet-Spengler cyclisation;
DOI:10.2174/157340610793563992

Reference yield:

: 4299-70-1
L-tryptophan methyl ester

: 1262427-64-4
methyl (1S,3S)-1-(3,4-dimethoxyphenyl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 96 h / 0 - 20 °C / Inert atmosphere

2: sodium hydrogencarbonate / chloroform / 1 h / 0 °C / Inert atmosphere

With sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; chloroform; 1: Pictet-Spengler cyclisation;
DOI:10.2174/157340610793563992