trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Base Information

Chemical Name:trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester
CAS No.:57061-12-8
Molecular Formula:C₁₉H₂₁NO₄
Molecular Weight:327.38
Hs Code.:

Synonyms:trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

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Chemical Property of trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

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Technology Process of trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

There total 9 articles about trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-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: 95.0%

: 1219687-55-4
2-benzyl 3-methyl (1R,3S)-6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

: 57061-12-8
trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 1h; under 760.051 Torr;
DOI:10.1002/ejoc.200901159

Reference yield: 56.0%

: (L)-3,4-dimethoxyphenylalanine methyl ester trifluoroacetate

: 100-52-7
benzaldehyde

: cis-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

: 57061-12-8
trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Guidance literature:: (L)-3,4-dimethoxyphenylalanine methyl ester trifluoroacetate; benzaldehyde; With sodium methylate; In dichloromethane; isopropyl alcohol;

In trifluoroacetic acid; for 1.5h; Heating;
DOI:10.1002/jhet.5570430121

Reference yield:

: 138908-56-2
(S)-(+)-2-tert-butoxycarbonylamino-3-(3,4-dimethoxyphenyl)propionic acid methyl ester

: 57061-12-8
trans-1-phenyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / CH₂Cl₂ / 5 h

2.1: sodium methoxide / CH₂Cl₂; propan-2-ol

2.2: 12 percent / trifluoroacetic acid / 1.5 h / Heating

With sodium methylate; In dichloromethane; isopropyl alcohol; 2.1: Pictet-Spengler cyclization;
DOI:10.1002/jhet.5570430121