(4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

Base Information

Chemical Name:(4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide
CAS No.:1044589-16-3
Molecular Formula:C₂₉H₂₇F₃N₂O₂
Molecular Weight:492.541
Hs Code.:

Synonyms:(4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

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Chemical Property of (4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

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Technology Process of (4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

There total 4 articles about (4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-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:

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

: 1044589-16-3
(4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: trichloroacetic acid; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one / toluene / 1 h / 20 °C

2.2: 96 h

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.83 h / 0 °C / Inert atmosphere

4.1: ozone / dichloromethane; methanol / 24 h / -65 °C

4.2: polymer bound triphenylphospine / 18 h / 20 °C

5.1: sodium tetrahydroborate / dichloromethane; methanol / 2.33 h / 15 - 20 °C

5.2: pH 5

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

7.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1.5 h / 0 - 20 °C

With sodium tetrahydroborate; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; ozone; triethylamine; lithium hexamethyldisilazane; trichloroacetic acid; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; dichloromethane; toluene;

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

: 1044589-16-3
(4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

Guidance literature:: Multi-step reaction with 8 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: trichloroacetic acid; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one / toluene / 1 h / 20 °C

3.2: 96 h

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.83 h / 0 °C / Inert atmosphere

5.1: ozone / dichloromethane; methanol / 24 h / -65 °C

5.2: polymer bound triphenylphospine / 18 h / 20 °C

6.1: sodium tetrahydroborate / dichloromethane; methanol / 2.33 h / 15 - 20 °C

6.2: pH 5

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

8.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1.5 h / 0 - 20 °C

With sodium tetrahydroborate; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one; tetrabutyl ammonium fluoride; sodium ethanolate; toluene-4-sulfonic acid; ozone; triethylamine; lithium hexamethyldisilazane; trichloroacetic acid; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene;

Reference yield:

: 305830-57-3
[4bS-(4bα,7α,8aβ)]-4b,5,6,7,8,8a,9,10-octahydro-7-hydroxy-4b-(phenylmethyl)-7-(trifluoromethyl)-2-phenanthrene carboxylic acid methyl ester

: 1044589-16-3
(4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / dichloromethane; methanol / 24 h / -65 °C

1.2: polymer bound triphenylphospine / 18 h / 20 °C

2.1: sodium tetrahydroborate / dichloromethane; methanol / 2.33 h / 15 - 20 °C

2.2: pH 5

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

4.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1.5 h / 0 - 20 °C

With sodium tetrahydroborate; toluene-4-sulfonic acid; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; toluene;