tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

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Chemical Name:tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate
CAS No.:1258545-45-7
Molecular Formula:C₂₂H₂₆N₂O₅
Molecular Weight:398.459
Hs Code.:

Synonyms:tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

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Chemical Property of tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

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Technology Process of tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

There total 5 articles about tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate 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: 27.0%

: 1258545-43-5
methyl 3-benzyl-N-(tert-butoxycarbonyl)-O-methyl-6-nitro-L-tyrosinate

: 1258545-45-7
tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

Guidance literature:: With 5%-palladium/activated carbon; ammonium formate; In pyridine; at 60 ℃; for 18h;
DOI:10.1021/ml300237v

Reference yield:

: 6943-69-7
5-bromo-4-methoxy-2-nitro-phenylamine

: 1258545-45-7
tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl / tetrahydrofuran / 18 h / 20 °C

2.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 0.17 h

3.1: zinc / N,N-dimethyl-formamide / 0.42 h / 0 - 20 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: 5%-palladium/activated carbon; ammonium formate / pyridine / 18 h / 60 °C

With 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl; tert.-butylnitrite; 5%-palladium/activated carbon; ammonium formate; palladium diacetate; copper(ll) bromide; zinc; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ml300237v

Reference yield:

: 1258545-41-3
1-benzyl-5-bromo-2-methoxy-4-nitrobenzene

: 1258545-45-7
tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: zinc / N,N-dimethyl-formamide / 0.42 h / 0 - 20 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: 5%-palladium/activated carbon; ammonium formate / pyridine / 18 h / 60 °C

With 5%-palladium/activated carbon; ammonium formate; zinc; In pyridine; N,N-dimethyl-formamide;
DOI:10.1021/ml300237v