[2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester
CAS No.:357339-78-7
Molecular Formula:C₂₆H₃₅N₃O₄
Molecular Weight:453.582
Hs Code.:

[2-(3-aminomethyl-3,4-dihydro-1<i>H</i>-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

There total 6 articles about [2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic 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:

: 357339-44-7
Boc-L-Dmt-L-Tic-CH₂N₃

: 357339-78-7
[2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 18h; under 1810.07 Torr;
DOI:10.1021/jm015532k

Reference yield:

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

: 357339-78-7
[2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methyl morpholine / 1,2-dimethoxy-ethane / 0.08 h / 0 °C

2: 1.47 g / NaBH₄ / H₂O / 0.33 h / 0 - 20 °C

3: 86 percent / triphenylphosphine; diethylazodicarboxylate; diphenylphosphonic azide / tetrahydrofuran / 5.5 h / 20 °C

4: aq. HCl; AcOH / 20 °C

5: 55 mg / 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; DIPEA / dimethylformamide / 0 - 20 °C

6: H₂ / Pd/C / methanol / 18 h / 20 °C / 1810.07 Torr

With 4-methyl-morpholine; hydrogenchloride; sodium tetrahydroborate; diphenyl phosphoryl azide; hydrogen; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 3: Mitsunobu reaction;
DOI:10.1021/jm015532k

Reference yield:

: 3-isobutoxycarbonyloxycarbonyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

: 357339-78-7
[2-(3-aminomethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(4-hydroxy-2,6-dimethyl-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.47 g / NaBH₄ / H₂O / 0.33 h / 0 - 20 °C

2: 86 percent / triphenylphosphine; diethylazodicarboxylate; diphenylphosphonic azide / tetrahydrofuran / 5.5 h / 20 °C

3: aq. HCl; AcOH / 20 °C

4: 55 mg / 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; DIPEA / dimethylformamide / 0 - 20 °C

5: H₂ / Pd/C / methanol / 18 h / 20 °C / 1810.07 Torr

With hydrogenchloride; sodium tetrahydroborate; diphenyl phosphoryl azide; hydrogen; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1021/jm015532k