cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride

Base Information

Chemical Name:cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride
CAS No.:93598-41-5
Molecular Formula:C₁₉H₁₈N₂O₂*ClH
Molecular Weight:342.825
Hs Code.:

Synonyms:cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride

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Chemical Property of cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride

Chemical Property:

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Technology Process of cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride

There total 3 articles about cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride 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:

: 67-56-1
methanol

: 131614-18-1
(1S,3S)-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

: 93598-41-5
cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride

Guidance literature:: With thionyl chloride; at 20 ℃;
DOI:10.1016/j.tetlet.2008.11.008

Reference yield:

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

: 93598-41-5
cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / 5 °C / Reflux

1.2: 4 h / Reflux

2.1: isopropyl alcohol / 4 h / Reflux

2.2: 22 h / Reflux

With thionyl chloride; In isopropyl alcohol; 2.1: |Pictet-Spengler Synthesis;
DOI:10.1002/chir.22193

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

: 100-52-7
benzaldehyde

: 93598-41-5
cis-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride

: 1352308-75-8
(1R,3S)-methyl 1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride

Guidance literature:: (S)-tryptophan methyl ester hydrochloride; benzaldehyde; In isopropyl alcohol; for 4h; Reflux;

In nitromethane; toluene; for 22h; Reflux;

In water;
DOI:10.1002/chir.22193