methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

Base Information

Chemical Name:methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate
CAS No.:528524-55-2
Molecular Formula:C₂₀H₂₀N₂O₄
Molecular Weight:352.39
Hs Code.:

Synonyms:methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

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Chemical Property of methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

Chemical Property:

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Technology Process of methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

There total 4 articles about methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-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: 70.0%

: 67-56-1
methanol

: 9H-1(4'-Hydroxy-3'-methoxyphenyl)-3-carboxy-1,2,3,4-tetrahydro-pyrido<3,4-b>indol

: 528524-55-2
methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

Guidance literature:: methanol; With thionyl chloride; at 0 ℃; for 0.25h;

9H-1(4'-Hydroxy-3'-methoxyphenyl)-3-carboxy-1,2,3,4-tetrahydro-pyrido<3,4-b>indol;

With sodium hydroxide; In water; pH=8;
DOI:10.3390/molecules15117775

Reference yield:

: D-tryptophan methyl ester hydrochloride (DTME)

: 881-68-5
vanillin acetate

: 528524-55-2
methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

Guidance literature:: With acetic acid; In dichloromethane; ethyl acetate;

Reference yield:

: 121-33-5,8014-42-4
vanillin

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

: 528524-55-2
methyl 1-(4-hydroxy-3-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / 24 h / 20 °C

2.1: thionyl chloride / 0.25 h / 0 °C

2.3: pH 8

With thionyl chloride; acetic acid; 1.1: Pictet-Spengler cyclisation;
DOI:10.3390/molecules15117775