[1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

Base Information

Chemical Name:[1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester
CAS No.:1026278-86-3
Molecular Formula:C₂₃H₂₅N₃O₄S
Molecular Weight:439.535
Hs Code.:

Synonyms:[1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

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Chemical Property of [1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

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Technology Process of [1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

There total 13 articles about [1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic 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:

: 22245-98-3
6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

: 1026278-86-3
[1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / K₂CO₃ / acetone / 16 h / Heating

2: 1.) NaH / 1.) THF, reflux, 2 h, 2.) THF, RT, 1 h

3: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h

4: 82 percent / pyridine / 0 - 20 °C

5: 72 percent / palladium(II) acetate, Ph₃P, Et₃N / dimethylformamide / 15 h / 65 °C

6: 85 percent / 0.1 N aq. LiOH / tetrahydrofuran / 12 h / Ambient temperature

7: diphenyl phosphorazidate, Et₃N / toluene / 2 h / 85 °C

8: toluene / 1 h / Ambient temperature

9: 95 percent / 10percent Pd/C / ethanol; ethyl acetate / 1 h

10: 96 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

11: H₂S(g), Et₃N, pyridine / 48 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; palladium on activated charcoal; diphenyl phosphoryl azide; hydrogen sulfide; hydrogen; palladium diacetate; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/jm9701076

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 1026278-86-3
[1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) NaH / 1.) THF, reflux, 2 h, 2.) THF, RT, 1 h

2: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h

3: 82 percent / pyridine / 0 - 20 °C

4: 72 percent / palladium(II) acetate, Ph₃P, Et₃N / dimethylformamide / 15 h / 65 °C

5: 85 percent / 0.1 N aq. LiOH / tetrahydrofuran / 12 h / Ambient temperature

6: diphenyl phosphorazidate, Et₃N / toluene / 2 h / 85 °C

7: toluene / 1 h / Ambient temperature

8: 95 percent / 10percent Pd/C / ethanol; ethyl acetate / 1 h

9: 96 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

10: H₂S(g), Et₃N, pyridine / 48 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; palladium on activated charcoal; diphenyl phosphoryl azide; hydrogen sulfide; hydrogen; palladium diacetate; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm9701076

Reference yield:

: 164147-66-4
6-(benzyloxy)-3,4-dihydroisoquinolin-1(2H)-one

: 1026278-86-3
[1-Oxo-6-(4-thiocarbamoyl-benzoylamino)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) NaH / 1.) THF, reflux, 2 h, 2.) THF, RT, 1 h

2: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h

3: 82 percent / pyridine / 0 - 20 °C

4: 72 percent / palladium(II) acetate, Ph₃P, Et₃N / dimethylformamide / 15 h / 65 °C

5: 85 percent / 0.1 N aq. LiOH / tetrahydrofuran / 12 h / Ambient temperature

6: diphenyl phosphorazidate, Et₃N / toluene / 2 h / 85 °C

7: toluene / 1 h / Ambient temperature

8: 95 percent / 10percent Pd/C / ethanol; ethyl acetate / 1 h

9: 96 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

10: H₂S(g), Et₃N, pyridine / 48 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; palladium on activated charcoal; diphenyl phosphoryl azide; hydrogen sulfide; hydrogen; palladium diacetate; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm9701076