(1R,3R)-1-phenyl-2,3,4,9-tetrahydro-1H-pyridine[3,4-b]indole-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,3R)-1-phenyl-2,3,4,9-tetrahydro-1H-pyridine[3,4-b]indole-3-carboxylic acid methyl ester
• CAS No.: 104330-95-2
• Molecular Formula: C₁₉H₁₈N₂O₂
• Molecular Weight: 306.364

Synonyms:(1R,3R)-1-phenyl-2,3,4,9-tetrahydro-1H-pyridine[3,4-b]indole-3-carboxylic acid methyl ester

Chemical Property of (1R,3R)-1-phenyl-2,3,4,9-tetrahydro-1H-pyridine[3,4-b]indole-3-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (1R,3R)-1-phenyl-2,3,4,9-tetrahydro-1H-pyridine[3,4-b]indole-3-carboxylic acid methyl ester

There total 17 articles about (1R,3R)-1-phenyl-2,3,4,9-tetrahydro-1H-pyridine[3,4-b]indole-3-carboxylic acid methyl 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: 96.0%

benzaldehyde (100-52-7) + DL-tryptophan methyl ester (7303-49-3) → methyl 1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate (50302-60-8,50302-61-9,60702-94-5,60702-95-6,81089-84-1,91200-21-4,104330-95-2,111687-77-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 26 ℃;

DOI:10.1016/j.tet.2014.06.073

Reference yield: 96.0%

benzaldehyde (100-52-7) + L-tryptophan methyl ester (4299-70-1) → methyl 1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate (50302-60-8,50302-61-9,60702-94-5,60702-95-6,81089-84-1,91200-21-4,104330-95-2,111687-77-5)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 100 ℃; for 0.5h; microwave irradiation;

DOI:10.1039/b212063a

Reference yield: 90.0%

2-(benzylidene-amino)-3-(1H-indol-3-yl)-propionic acid methyl ester (177217-34-4) → methyl 1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate (50302-60-8,50302-61-9,60702-94-5,60702-95-6,81089-84-1,91200-21-4,104330-95-2,111687-77-5)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 100 ℃; for 0.5h; microwave irradiation;

DOI:10.1039/b212063a

upstream raw materials:

benzaldehyde

DL-tryptophan methyl ester

2-(benzylidene-amino)-3-(1H-indol-3-yl)-propionic acid methyl ester

L-tryptophan methyl ester

Downstream raw materials:

methyl 1-phenyl-β-carboline-3-carboxylate

1-phenyl-9H-pyrido [3,4-b]indole-3-carboxylic acid

(6S,12aR)-2-benzyl-2,3,6,7,12,12a-hexahydro-6-phenyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Trans-2,3,6,7,12,12a-hexahydro-2-benzyl-6-phenyl-pyrazino[2',1';6,1]pyrido[3,4-b]indole-1,4-dione

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