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

Base Information

Chemical Name:methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxylate
CAS No.:447425-73-2
Molecular Formula:C₂₇H₃₂N₂O₅
Molecular Weight:464.561
Hs Code.:

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

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

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

There total 12 articles about methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-7-carboxylate 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: 74.0%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 447425-72-1
3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-7-yl trifluoromethanesulfonate

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

Guidance literature:: With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; In dimethyl sulfoxide; at 80 ℃; for 15h;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: 447425-62-9
C₂₉H₂₉NO₄

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

Guidance literature:: Multi-step reaction with 10 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

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; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: C₂₇H₂₄ClNO₃

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

Guidance literature:: Multi-step reaction with 8 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

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