(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol

Base Information

Chemical Name:(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol
CAS No.:1395280-22-4
Molecular Formula:C₁₉H₃₄N₂O₂Si
Molecular Weight:350.577
Hs Code.:

Synonyms:(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol

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Chemical Property of (1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol

Chemical Property:

Purity/Quality:

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Technology Process of (1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol

There total 23 articles about (1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol 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:

: (±)-(1S,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-(tert-butyldimethylsilyloxy)-1,6-dimethylcyclohexanol

: 1395280-22-4
(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol

: 1395280-24-6
(1S,2S,4S,6R)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)-oxy)-1,6-dimethylcyclohexanol

Guidance literature:: With AD column; In n-heptane; Isopropyl acetate; Resolution of racemate;

Reference yield:

: 1395280-14-4
(±)-5-methyl-6-methylene-3-(3-nitropyridin-4-yl)cyclohex-2-enone

: 1395280-22-4
(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol

: 1395280-24-6
(1S,2S,4S,6R)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)-oxy)-1,6-dimethylcyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / 1.5 h / 0 - 20 °C

2: N-Bromosuccinimide; water / tetrahydrofuran / 0.08 h / 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

4: hydrogen / 10 wt% Pd(OH)2 on carbon / methanol / 96 h / 20 °C / 10343.2 Torr / Inert atmosphere

5: AD column / n-heptane; Isopropyl acetate / Resolution of racemate

With 1H-imidazole; methanol; sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride heptahydrate; water; hydrogen; 10 wt% Pd(OH)2 on carbon; In tetrahydrofuran; methanol; n-heptane; Isopropyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 13091-23-1
4-chloro-3-nitropyridine

: 1395280-22-4
(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)oxy)-1,6-dimethylcyclohexanol

: 1395280-24-6
(1S,2S,4S,6R)-4-(3-aminopyridin-4-yl)-2-((tert-butyldimethylsilyl)-oxy)-1,6-dimethylcyclohexanol

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 110 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 - 20 °C

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

3.2: 0.33 h / 0 °C

3.3: 1 h / 0 °C

4.1: methyl iodide / tetrahydrofuran / 18 h / 0 - 20 °C

4.2: 5 h / 20 °C

5.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / 1.5 h / 0 - 20 °C

6.1: N-Bromosuccinimide; water / tetrahydrofuran / 0.08 h / 20 °C

7.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

8.1: hydrogen / 10 wt% Pd(OH)2 on carbon / methanol / 96 h / 20 °C / 10343.2 Torr / Inert atmosphere

9.1: AD column / n-heptane; Isopropyl acetate / Resolution of racemate

With 1H-imidazole; methanol; sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride heptahydrate; water; hydrogen; sodium carbonate; lithium hexamethyldisilazane; methyl iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 10 wt% Pd(OH)2 on carbon; In tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; Isopropyl acetate; N,N-dimethyl-formamide;