(3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide

Base Information

Chemical Name:(3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide
CAS No.:1400925-67-8
Molecular Formula:C₂₉H₃₃N₃O₂
Molecular Weight:455.6
Hs Code.:

Synonyms:(3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide

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Chemical Property of (3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide

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Technology Process of (3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide

There total 9 articles about (3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide 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:

: 1400926-97-7
(4a'S,10a'R)-4a'-benzyl-N-(2-methylpyridin-3-yl)-3',4',4a',10a'-tetrahydro-1'H-spiro[[1,3]dioxolane-2,2'-phenanthrene]-7'-carboxamide

: 74-89-5
methylamine

: 1400926-98-8
(4aS,11bS)-11b-Benzyl-6-methyl-N-(2-methylpyridin-3-yl)-1,2,4,4a,5,6,7,11b-octahydrospiro[dibenzo[c,e]azepine-3,2'-[1,3]dioxolane]-9-carboxamide

: 1400925-67-8
(3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide

Guidance literature:: (4a'S,10a'R)-4a'-benzyl-N-(2-methylpyridin-3-yl)-3',4',4a',10a'-tetrahydro-1'H-spiro[[1,3]dioxolane-2,2'-phenanthrene]-7'-carboxamide; With ozone; In dichloromethane; at -78 ℃; for 0.1h;

In dichloromethane; at 20 ℃; for 15h;

methylamine;

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

: 1400926-98-8
(4aS,11bS)-11b-Benzyl-6-methyl-N-(2-methylpyridin-3-yl)-1,2,4,4a,5,6,7,11b-octahydrospiro[dibenzo[c,e]azepine-3,2'-[1,3]dioxolane]-9-carboxamide

: 1400925-67-8
(3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide

Guidance literature:: Multi-step reaction with 9 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: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

9.1: ozone / dichloromethane / 0.1 h / -78 °C

9.2: PS-PPh₃ / 15 h / 20 °C

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

Reference yield:

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

: 1400926-98-8
(4aS,11bS)-11b-Benzyl-6-methyl-N-(2-methylpyridin-3-yl)-1,2,4,4a,5,6,7,11b-octahydrospiro[dibenzo[c,e]azepine-3,2'-[1,3]dioxolane]-9-carboxamide

: 1400925-67-8
(3S,4aS,11bS)-11b-benzyl-3-hydroxy-6-methyl-N-(2-methylpyridin-3-yl)-2,3,4,4a,5,6,7,11b-octahydro-1H-dibenzo[c,e]azepine-9-carboxamide

Guidance literature:: Multi-step reaction with 8 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: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

8.1: ozone / dichloromethane / 0.1 h / -78 °C

8.2: PS-PPh₃ / 15 h / 20 °C

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