(1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

Base Information

Chemical Name:(1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate
CAS No.:782478-94-8
Molecular Formula:C₂₀H₂₀N₂O₂
Molecular Weight:320.391
Hs Code.:

Synonyms:(1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

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Chemical Property of (1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

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Technology Process of (1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

There total 4 articles about (1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-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: 59.0%

: 104-87-0
4-methyl-benzaldehyde

: 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

: 782478-94-8
(1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

: 238428-12-1
(1S,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: 4-methyl-benzaldehyde; (S)-tryptophan methyl ester hydrochloride; In methanol; water; at 25 ℃;

With sodium carbonate; In methanol; water;
DOI:10.1021/ci3003655

Reference yield:

: 104-87-0
4-methyl-benzaldehyde

: 4299-70-1
L-tryptophan methyl ester

: 782478-94-8
(1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

: 238428-12-1
(1S,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: With trifluoroacetic acid; In water; at 20 ℃; for 24h;
DOI:10.1016/j.tetlet.2006.12.112

Reference yield:

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

: 782478-94-8
(1R,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

: 238428-12-1
(1S,3S)-methyl 1-(4-methylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / 6.5 h / -10 - 25 °C

2: methanol; water / 25 °C

With thionyl chloride; In methanol; water; 2: |Pictet-Spengler Synthesis / 2: |Pictet-Spengler Synthesis;
DOI:10.1021/ci3003655