4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

Base Information

Chemical Name:4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide
CAS No.:1400927-06-1
Molecular Formula:C₃₁H₃₉N₃O₃
Molecular Weight:501.669
Hs Code.:

Synonyms:4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

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Chemical Property of 4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

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Technology Process of 4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

There total 11 articles about 4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)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: 26.0%

: 1400927-04-9
(7aS,9R,11aS)-11a-benzyl-9-ethyl-7,9-dihydroxy-N-(2-methylpyridin-3-yl)-5,7,7a,8,9,10,11,11a-octahydrodibenzo[c,e]oxepine-3-carboxamide

: 593-51-1
methylamine hydrochloride

: 1400927-06-1
4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

Guidance literature:: (7aS,9R,11aS)-11a-benzyl-9-ethyl-7,9-dihydroxy-N-(2-methylpyridin-3-yl)-5,7,7a,8,9,10,11,11a-octahydrodibenzo[c,e]oxepine-3-carboxamide; methylamine hydrochloride; With sodium cyanoborohydride; acetic acid; In ethanol; at 90 ℃; for 168h; Sealed tube;

With ammonium chloride; In ethanol; dichloromethane; water; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In water;

Reference yield:

: 418772-23-3
(1R,9S,10R)-1-benzyl-5-bromo-10-hydroxy-10-methyl-tricyclo[7.3.1.0(2,7)]trideca-2,4,6-trien-13-one1(R)-benzyl-5-bromo-10(R)-hydroxy-10-methyl-tricyclo[7.3.1.0_2,7]trideca-2,4,6-trien-13-one

: 1400927-06-1
4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium ethanolate / ethanol / 0.5 h / 80 °C / Industry scale

2.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 15 h / 100 °C / 3102.97 Torr / Inert atmosphere

3.1: hydrogen / 5%-palladium/activated carbon / pyridine; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 4 h / Inert atmosphere

5.1: pyridine; potassium permanganate; copper(ll) sulfate pentahydrate / dichloromethane; water / 43 h

6.1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C

7.1: toluene-4-sulfonic acid / toluene / 2.5 h / 60 °C / Molecular sieve

8.1: hydrogenchloride; water / tetrahydrofuran / 42 h

9.1: diethyl ether; tetrahydrofuran / 1.75 h / -78 - -40 °C / Inert atmosphere

10.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0.83 h / 0 - 20 °C / Inert atmosphere

11.1: ozone / dichloromethane; methanol / 0.12 h / -78 °C

11.2: PS-PPh₃ / 3 h / 20 °C

12.1: sodium cyanoborohydride; acetic acid / ethanol / 168 h / 90 °C / Sealed tube

12.2: 3 h / 20 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; potassium permanganate; copper(ll) sulfate pentahydrate; water; hydrogen; sodium ethanolate; sodium cyanoborohydride; toluene-4-sulfonic acid; ozone; acetic acid; triethylamine; lithium hexamethyldisilazane; trimethyl orthoformate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 5%-palladium/activated carbon; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; toluene;

Reference yield:

: 1400926-92-2
(S)-4a-benzyl-7-bromo-4,4a,9,10-tetrahydrophenanthren-2(3H)-one

: 1400927-06-1
4-((1S,2R,4R)-1-benzyl-4-ethyl-4-hydroxy-2-((methylamino)methyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 15 h / 100 °C / 3102.97 Torr / Inert atmosphere

2.1: hydrogen / 5%-palladium/activated carbon / pyridine; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 4 h / Inert atmosphere

4.1: pyridine; potassium permanganate; copper(ll) sulfate pentahydrate / dichloromethane; water / 43 h

5.1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C

6.1: toluene-4-sulfonic acid / toluene / 2.5 h / 60 °C / Molecular sieve

7.1: hydrogenchloride; water / tetrahydrofuran / 42 h

8.1: diethyl ether; tetrahydrofuran / 1.75 h / -78 - -40 °C / Inert atmosphere

9.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0.83 h / 0 - 20 °C / Inert atmosphere

10.1: ozone / dichloromethane; methanol / 0.12 h / -78 °C

10.2: PS-PPh₃ / 3 h / 20 °C

11.1: sodium cyanoborohydride; acetic acid / ethanol / 168 h / 90 °C / Sealed tube

11.2: 3 h / 20 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; potassium permanganate; copper(ll) sulfate pentahydrate; water; hydrogen; sodium cyanoborohydride; toluene-4-sulfonic acid; ozone; acetic acid; triethylamine; lithium hexamethyldisilazane; trimethyl orthoformate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 5%-palladium/activated carbon; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; toluene;