3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide

Base Information

Chemical Name:3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide
CAS No.:447425-75-4
Molecular Formula:C₂₆H₃₁N₃O₄
Molecular Weight:449.55
Hs Code.:

Synonyms:3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide

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Chemical Property of 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide

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Technology Process of 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide

There total 14 articles about 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide 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: 96.0%

: 447425-74-3
3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxylic acid

: 447425-75-4
3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide

Guidance literature:: With N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: 447425-62-9
C₂₉H₂₉NO₄

: 447425-75-4
3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium hydroxide / tetrahydrofuran; ethanol; water / 3 h / Reflux

2.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1 h / 20 °C

3.1: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 1 h / 0 °C

4.1: thionyl chloride / toluene / 2 h / Reflux

5.1: N,N-dimethyl-formamide / 6 h / 20 °C

6.1: hydrazine hydrate / ethanol / 1 h / Reflux

7.1: tetrahydrofuran / 1 h / 20 °C

8.1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; ethanol / 2 h / 20 °C

9.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

9.2: 6 h / 20 °C

10.1: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / dimethyl sulfoxide / 15 h / 80 °C

11.1: sodium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

12.1: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

With sodium tetrahydroborate; thionyl chloride; N-hydroxybenzotriazole ammonium salt; oxalyl dichloride; 5%-palladium/activated carbon; 1,3-bis-(diphenylphosphino)propane; hydrogen; palladium diacetate; sodium hydride; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: C₂₇H₂₄ClNO₃

: 447425-75-4
3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 1 h / 0 °C

2.1: thionyl chloride / toluene / 2 h / Reflux

3.1: N,N-dimethyl-formamide / 6 h / 20 °C

4.1: hydrazine hydrate / ethanol / 1 h / Reflux

5.1: tetrahydrofuran / 1 h / 20 °C

6.1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; ethanol / 2 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

7.2: 6 h / 20 °C

8.1: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / dimethyl sulfoxide / 15 h / 80 °C

9.1: sodium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

10.1: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

With sodium tetrahydroborate; thionyl chloride; N-hydroxybenzotriazole ammonium salt; 5%-palladium/activated carbon; 1,3-bis-(diphenylphosphino)propane; hydrogen; palladium diacetate; sodium hydride; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2011.06.059