(4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

Base Information

Chemical Name:(4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate
CAS No.:1400927-11-8
Molecular Formula:C₂₄H₂₅F₃O₄
Molecular Weight:434.455
Hs Code.:

Synonyms:(4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

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Chemical Property of (4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

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Technology Process of (4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

There total 6 articles about (4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate 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: 98.0%

: 1400927-10-7
(4bS,7R,8aS)-methyl 4b-benzyl-7-hydroxy-10-oxo-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

: 1400927-11-8
(4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

Guidance literature:: (4bS,7R,8aS)-methyl 4b-benzyl-7-hydroxy-10-oxo-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate; With sodium tetrahydroborate; In methanol; dichloromethane; at 15 - 20 ℃; for 2.33333h;

With hydrogenchloride; In methanol; dichloromethane; water; pH=5;

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

: 1400927-11-8
(4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 1400927-11-8
(4bS,7R,8aR)-methyl 4b-benzyl-7,10-dihydroxy-7-(trifluoromethyl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 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

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