(6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

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Chemical Name:(6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester
CAS No.:190604-23-0
Molecular Formula:C₂₉H₃₅N₃O₅
Molecular Weight:505.614
Hs Code.:

Synonyms:(6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

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Chemical Property of (6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

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Technology Process of (6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

There total 11 articles about (6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-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: 72.0%

: 181073-13-2
{6-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenylethynyl]-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl}-acetic acid tert-butyl ester

: 190604-23-0
(6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

Guidance literature:: With pyridine; hydrogen; Pd-BaSO₄; In ethyl acetate; for 3h;
DOI:10.1021/jm9701076

Reference yield:

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

: 190604-23-0
(6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 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: 57 percent / bis(triphenylphosphine)palladium(II) chloride, Et₃N / dimethylformamide / 1 h / 90 °C

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

7: acetone / 1 h / Heating

8: NH₄OAc / methanol / 2 h / 60 °C

9: aq. K₂CO₃ / tetrahydrofuran / 2 h / Ambient temperature

10: 72 percent / H₂, pyridine / 10percent Pd/BaSO₄ / ethyl acetate / 3 h

With pyridine; bis(triphenylphosphine)palladium(II)-chloride; hydrogen sulfide; ammonium acetate; hydrogen; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; Pd-BaSO₄; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9701076

Reference yield:

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

: 190604-23-0
(6-{(Z)-2-[4-(tert-Butoxycarbonylamino-imino-methyl)-phenyl]-vinyl}-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 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: 57 percent / bis(triphenylphosphine)palladium(II) chloride, Et₃N / dimethylformamide / 1 h / 90 °C

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

6: acetone / 1 h / Heating

7: NH₄OAc / methanol / 2 h / 60 °C

8: aq. K₂CO₃ / tetrahydrofuran / 2 h / Ambient temperature

9: 72 percent / H₂, pyridine / 10percent Pd/BaSO₄ / ethyl acetate / 3 h

With pyridine; bis(triphenylphosphine)palladium(II)-chloride; hydrogen sulfide; ammonium acetate; hydrogen; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; Pd-BaSO₄; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9701076