methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Base Information

Chemical Name:methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate
CAS No.:1049832-72-5
Molecular Formula:C₂₇H₂₀F₄N₂O₄
Molecular Weight:512.46
Hs Code.:

Synonyms:methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

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Chemical Property of methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

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Technology Process of methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

There total 6 articles about methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-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: 24.0%

: 1049832-31-6
methyl (3S)-2-(chloroacetyl)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

: 769-39-1,85303-67-9
2,3,5,6-tetraflourophenol

: 1049832-72-5
methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Guidance literature:: 2,3,5,6-tetraflourophenol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

methyl (3S)-2-(chloroacetyl)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate; With potassium iodide; In N,N-dimethyl-formamide; for 48h; Product distribution / selectivity; Heating / reflux;

Reference yield:

: 7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8
(S)-tryptophan methyl ester hydrochloride

: 1049832-72-5
methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: water; potassium carbonate / dichloromethane

2.1: trifluoroacetic acid / benzene / 1 h / Heating / reflux; Molecular sieve

3.1: trifluoroacetic acid / benzene / 3 h / Heating / reflux; Molecular sieve

3.2: 20 °C / pH 8

4.1: sodium hydrogencarbonate / chloroform / 4 h / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 12 h / 20 °C

5.2: 48 h / Heating / reflux

With water; sodium hydride; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide; benzene; 2.1: Pictet-Spengler Cyclisation / 3.1: Pictet-Spengler Cyclisation;

Reference yield:

: 243842-54-8
(3S)-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester

: 1049832-72-5
methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / chloroform / 4 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 12 h / 20 °C

2.2: 48 h / Heating / reflux

With sodium hydride; sodium hydrogencarbonate; In chloroform; N,N-dimethyl-formamide;