2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

Base Information

Chemical Name:2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide
CAS No.:1559062-31-5
Molecular Formula:C₂₈H₃₀BrN₃O₃
Molecular Weight:536.468
Hs Code.:

Synonyms:2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

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Chemical Property of 2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

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Technology Process of 2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

There total 4 articles about 2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide 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: 90.0%

: 9-epi-9-amino-9-deoxyquinine

: 56658-04-9
2-bromo-5-methoxybenzoyl chloride

: 1559062-31-5
2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c4ob00027g

Reference yield:

: 249731-47-3
quinine 9O-methanesulfonate

: 1559062-31-5
2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium azide / N,N-dimethyl-formamide / 20 h / 60 °C

2.1: triphenylphosphine / tetrahydrofuran / 4 h / 60 °C

2.2: 10 h / 20 °C

3.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: |Staudinger Azide Reduction;
DOI:10.1039/c4ob00027g

Reference yield:

: 130-95-0
quinine

: 1559062-31-5
2-bromo-5-methoxy-N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / tetrahydrofuran / 0.25 h / 0 °C

1.2: 4 h / 0 - 5 °C

2.1: sodium azide / N,N-dimethyl-formamide / 20 h / 60 °C

3.1: triphenylphosphine / tetrahydrofuran / 4 h / 60 °C

3.2: 10 h / 20 °C

4.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: |Staudinger Azide Reduction;
DOI:10.1039/c4ob00027g