cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester
• CAS No.: 1227610-62-9
• Molecular Formula: C₂₀H₁₉BrN₂O₂
• Molecular Weight: 399.287

Synonyms:cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester

Chemical Property of cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester

There total 2 articles about cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester 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:

L-tryptophan ethyl ester hydrochloride (2899-28-7,6519-67-1,61535-49-7,67557-18-0,68401-14-9) + 4-bromo-benzaldehyde (1122-91-4) → trans-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester (1227610-63-0) + cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester (1227610-62-9)

Guidance literature:

With trifluoroacetic acid; In benzene; Reflux; Inert atmosphere;

DOI:10.1021/jo1003778

Reference yield:

4-bromo-benzaldehyde (1122-91-4) + L-tryptophan ethyl ester (7479-05-2) → trans-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester (1227610-63-0) + cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester (1227610-62-9)

Guidance literature:

In benzene; for 48h; Overall yield = 91 %; Reflux;

DOI:10.1055/s-0032-1316911

Reference yield: 89.0%

cis-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester (1227610-62-9) + chloroacetyl chloride (79-04-9) → C22H20BrClN2O3 (1447959-79-6)

Guidance literature:

With sodium hydrogencarbonate; In ethyl acetate; at 0 ℃; for 0.5h;

DOI:10.1055/s-0032-1316911

upstream raw materials:

L-tryptophan ethyl ester hydrochloride

4-bromo-benzaldehyde

L-tryptophan ethyl ester

Downstream raw materials:

cis-2-benzyl-1-(4-bromo-phenyl)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxylic acid ethyl ester

C₂₂H₂₀BrClN₂O₃

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