methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

Base Information

Chemical Name:methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate
CAS No.:1222444-19-0
Molecular Formula:C₁₉H₁₇BrN₂O₂
Molecular Weight:385.26
Hs Code.:

Synonyms:methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

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Technology Process of methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

There total 2 articles about methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-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: 33.0%

: 6630-33-7
ortho-bromobenzaldehyde

: 4299-70-1,7303-49-3,22032-65-1
D-Tryptophan methyl ester

: 1222444-19-0,528523-10-6
methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

: 1222444-20-3,528523-10-6
methyl (1S,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

Guidance literature:: ortho-bromobenzaldehyde; D-Tryptophan methyl ester; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With ammonium hydroxide; In dichloromethane; water;
DOI:10.1016/j.ejmech.2009.10.046

Reference yield:

: 153-94-6,27732-43-0,80206-30-0,27813-82-7
D-tryptophan

: 1222444-19-0,528523-10-6
methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

: 1222444-20-3,528523-10-6
methyl (1S,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: methanol / 5 h / Reflux; Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 96 h / 0 - 20 °C / Inert atmosphere; Cooling with ice

With trifluoroacetic acid; In methanol; dichloromethane; 2: Pictet-Spengler Cyclisation;

Reference yield: 88.0%

: 1222444-19-0,528523-10-6
methyl (1R,3R)-1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-bcarboline-3-carboxylate

: 79-04-9
chloroacetyl chloride

: 1222444-31-6
methyl (1R,3R)-1-(2-bromophenyl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In chloroform; at 20 ℃; Cooling with ice; Inert atmosphere;
DOI:10.1016/j.ejmech.2009.10.046