3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
CAS No.:155955-84-3
Molecular Formula:C₂₃H₂₉NO₄
Molecular Weight:383.488
Hs Code.:

Synonyms:3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

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Chemical Property of 3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

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Technology Process of 3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

There total 5 articles about 3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl 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: 90.0%

: 155955-83-2
2-(tert-butoxycarbonyl)-1,2-dihydro-3-(3,4-dimethoxyphenylmethyl)isoquinoline

: 155955-84-3
3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; for 12h; under 2327.2 Torr;
DOI:10.1139/v94-005

Reference yield:

: 89-93-0
ortho-methylbenzylamine

: 155955-84-3
3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / tetrahydrofuran / 4 h / Ambient temperature

2: 1.) sec-BuLi / 1.) THF, cyclohexane, -30 deg C, 10 min, 2.) THF, cyclohexane, from -60 to -30 deg C, 0.5 h

3: 99 percent / CF₃COOH / CH₂Cl₂ / 0.5 h / 0 - 20 °C

4: 90 percent / H₂ / Pd(OH)2 / ethyl acetate / 12 h / 2327.2 Torr

With hydrogen; sec.-butyllithium; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1139/v94-005

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 155955-84-3
3-(3,4-Dimethoxy-benzyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / tetrahydrofuran / 4 h / Ambient temperature

2: 1.) sec-BuLi / 1.) THF, cyclohexane, -30 deg C, 10 min, 2.) THF, cyclohexane, from -60 to -30 deg C, 0.5 h

3: 99 percent / CF₃COOH / CH₂Cl₂ / 0.5 h / 0 - 20 °C

4: 90 percent / H₂ / Pd(OH)2 / ethyl acetate / 12 h / 2327.2 Torr

With hydrogen; sec.-butyllithium; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1139/v94-005