(7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

Base Information

Chemical Name:(7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide
CAS No.:1400927-18-5
Molecular Formula:C₃₆H₄₃F₃N₂O₄Si
Molecular Weight:652.829
Hs Code.:

(7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

Synonyms:(7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

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Chemical Property of (7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

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Technology Process of (7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

There total 10 articles about (7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide 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: 63.0%

: 1400927-17-4
(4bS,7R,8aS)-4b-benzyl-10-methyl-N-(2-methylpyridin-3-yl)-7-(triethylsilyloxy)-7-(trifluoromethyl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxamide

: 1400927-18-5
(7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

Guidance literature:: (4bS,7R,8aS)-4b-benzyl-10-methyl-N-(2-methylpyridin-3-yl)-7-(triethylsilyloxy)-7-(trifluoromethyl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxamide; With ozone; In methanol; dichloromethane; at -78 ℃; for 0.1h;

In methanol; dichloromethane; at 20 ℃; for 5.5h;

With sodium hydroxide; In methanol; dichloromethane; water; for 0.75h;

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

: 1400927-18-5
(7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

Guidance literature:: Multi-step reaction with 10 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: diethyl ether; tetrahydrofuran / 1.25 h / -78 - -20 °C / Inert atmosphere

7.1: toluene-4-sulfonic acid / toluene / 0.75 h / 60 °C / Molecular sieve; Inert atmosphere

8.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

8.2: 0 °C

9.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

10.1: ozone / dichloromethane; methanol / 0.1 h / -78 °C

10.2: polymer-bound triphenylphosphine / 5.5 h / 20 °C

10.3: 0.75 h

With (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; diethyl ether; ethanol; dichloromethane; toluene;

Reference yield:

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

: 1400927-18-5
(7aR,9R,11aS)-11a-benzyl-7-hydroxy-5-oxo-9-triethylsilanyloxy-9-trifluoromethyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-methyl-pyridin-3-yl)-amide

Guidance literature:: Multi-step reaction with 9 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: diethyl ether; tetrahydrofuran / 1.25 h / -78 - -20 °C / Inert atmosphere

6.1: toluene-4-sulfonic acid / toluene / 0.75 h / 60 °C / Molecular sieve; Inert atmosphere

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

7.2: 0 °C

8.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

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

9.2: polymer-bound triphenylphosphine / 5.5 h / 20 °C

9.3: 0.75 h

With (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; diethyl ether; dichloromethane; toluene;