methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

Base Information

Chemical Name:methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate
CAS No.:393837-14-4
Molecular Formula:C₁₉H₂₀N₂O₃
Molecular Weight:324.379
Hs Code.:

Synonyms:methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

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Chemical Property of methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

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Technology Process of methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

There total 4 articles about methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate 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: 68.0%

: 79815-19-3,79799-05-6
methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

: 3173-56-6
benzyl isothiocyanate

: 393837-14-4
methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

Guidance literature:: In pentane; at 20 ℃; for 12h;
DOI:10.1016/S0040-4039(01)01526-X

Reference yield:

: 115962-35-1,144069-68-1,78879-20-6
(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

: 393837-14-4
methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Cs₂CO₃ / methanol / 0.17 h / 20 °C

1.2: 98 percent / dimethylformamide / 12 h / 20 °C

2.1: TFA / CH₂Cl₂ / 1 h / 20 °C

2.2: 100 percent / DIEA / CH₂Cl₂ / 0.25 h / 20 °C

3.1: CH₂Cl₂ / 12 h / 20 °C

With caesium carbonate; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2004.07.112

Reference yield:

: 74163-81-8
L-Tic-OH

: 393837-14-4
methyl (3S)-2-[(benzylamino)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / NaOH / dioxane; H₂O / 12 h / 20 °C

2.1: Cs₂CO₃ / methanol / 0.17 h / 20 °C

2.2: 98 percent / dimethylformamide / 12 h / 20 °C

3.1: TFA / CH₂Cl₂ / 1 h / 20 °C

3.2: 100 percent / DIEA / CH₂Cl₂ / 0.25 h / 20 °C

4.1: CH₂Cl₂ / 12 h / 20 °C

With sodium hydroxide; caesium carbonate; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1016/j.tetlet.2004.07.112