3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide

Base Information

Chemical Name:3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide
CAS No.:1395285-04-7
Molecular Formula:C₂₆H₃₉BrN₄O₃Si
Molecular Weight:563.61
Hs Code.:

Synonyms:3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide

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Chemical Property of 3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide

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Technology Process of 3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide

There total 9 articles about 3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide 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:

: 1052708-46-9
3-amino-6-bromopyridine-2-carboxylic acid

: 1395280-43-9
(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-(tert-butyldimethylsilyloxy)-1-ethyl-6-methylcyclohexanol

: 1395285-04-7
3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/acs.jmedchem.0c01279

Reference yield:

: 1395280-10-0
(±)-4-(5-methyl-3-(trimethylsilyloxy)cyclohexa-1,3-dienyl)-3-nitropyridine

: 1395285-04-7
3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: dichloromethane / 19 h / 0 - 20 °C

2.1: tetrahydrofuran / 18 h / 0 - 20 °C

3.1: sodium hydrogencarbonate / water / 5 h / 20 °C

4.1: cerium(III) chloride heptahydrate / methanol / 1 h / 20 °C

4.2: 0.5 h / 0 °C

5.1: 1H-imidazole / dichloromethane / 18 h / 20 °C

6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 1 h / 20 °C

7.1: Dess-Martin periodane / dichloromethane / 72 h / 20 °C

8.1: potassium carbonate / methanol / 1.5 h / 20 °C

9.1: hydrogen; palladium on activated charcoal / methanol / 12 h / 20 °C

10.1: Chiralpak / ethanol / Resolution of racemate

11.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 16 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; cerium(III) chloride heptahydrate; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 7.1: |Dess-Martin Oxidation;
DOI:10.1021/acs.jmedchem.0c01279

Reference yield:

: C₁₆H₂₂N₃O₃⁽¹⁺⁾*I^(1-)

: 1395285-04-7
3-amino-6-bromo-N-(4-((1R,3R,4R,5S)-3-(tert-butyldimethylsilyloxy)-4-ethyl-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-picolinamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydrogencarbonate / water / 5 h / 20 °C

2.1: cerium(III) chloride heptahydrate / methanol / 1 h / 20 °C

2.2: 0.5 h / 0 °C

3.1: 1H-imidazole / dichloromethane / 18 h / 20 °C

4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 1 h / 20 °C

5.1: Dess-Martin periodane / dichloromethane / 72 h / 20 °C

6.1: potassium carbonate / methanol / 1.5 h / 20 °C

7.1: hydrogen; palladium on activated charcoal / methanol / 12 h / 20 °C

8.1: Chiralpak / ethanol / Resolution of racemate

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 16 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; cerium(III) chloride heptahydrate; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 5.1: |Dess-Martin Oxidation;
DOI:10.1021/acs.jmedchem.0c01279