methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxylate

Base Information

Chemical Name:methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxylate
CAS No.:447423-17-8
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-6-carboxylate

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Chemical Property of methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxylate

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Technology Process of methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxylate

There total 11 articles about methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-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: 83.0%

: 67-56-1
methanol

: 447423-16-7
tert-butyl {[6-bromo-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl]methyl}carbamate

: 201230-82-2
carbon monoxide

: 447423-17-8
methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-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:

: C₂₁H₁₉BrO₇

: 447423-17-8
methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: hydrogenchloride; water; acetic acid / 8 h / 120 °C

2: methanol / 15 h / 20 °C

3: hydrogenchloride / ethyl acetate / 3 h / 20 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C

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

6: pyridine; thionyl chloride / tetrahydrofuran; toluene / 3 h / 20 °C

7: ammonia / tetrahydrofuran; ethanol / 5 h / 140 °C / Sealed tube

8: dmap / tetrahydrofuran / 1 h / 20 °C

9: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / dimethyl sulfoxide / 15 h / 80 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; thionyl chloride; oxalyl dichloride; 1,3-bis-(diphenylphosphino)propane; ammonia; water; palladium diacetate; acetic acid; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: 583837-70-1
6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylic acid

: 447423-17-8
methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: methanol / 15 h / 20 °C

2: hydrogenchloride / ethyl acetate / 3 h / 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C

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

5: pyridine; thionyl chloride / tetrahydrofuran; toluene / 3 h / 20 °C

6: ammonia / tetrahydrofuran; ethanol / 5 h / 140 °C / Sealed tube

7: dmap / tetrahydrofuran / 1 h / 20 °C

8: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / dimethyl sulfoxide / 15 h / 80 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; thionyl chloride; oxalyl dichloride; 1,3-bis-(diphenylphosphino)propane; ammonia; palladium diacetate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1016/j.bmc.2011.06.059