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

Base Information

Chemical Name:3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxylic acid
CAS No.:447425-74-3
Molecular Formula:C₂₆H₃₀N₂O₅
Molecular Weight:450.535
Hs Code.:

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

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

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

There total 13 articles about 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxylic acid 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: 92.0%

: 447425-73-2
methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxylate

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

Guidance literature:: methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxylate; With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: 447425-62-9
C₂₉H₂₉NO₄

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

Guidance literature:: Multi-step reaction with 11 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

With sodium tetrahydroborate; thionyl chloride; oxalyl dichloride; 5%-palladium/activated carbon; 1,3-bis-(diphenylphosphino)propane; hydrogen; palladium diacetate; sodium hydride; hydrazine hydrate; 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

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

Guidance literature:: Multi-step reaction with 9 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

With sodium tetrahydroborate; thionyl chloride; 5%-palladium/activated carbon; 1,3-bis-(diphenylphosphino)propane; hydrogen; palladium diacetate; sodium hydride; hydrazine hydrate; 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