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

Base Information

Chemical Name:4-((1S,2R,4R)-1-benzyl-4-hydroxy-2-(hydroxymethyl)-4-(trifluoromethyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide
CAS No.:1400927-13-0
Molecular Formula:C₂₉H₃₁F₃N₂O₄
Molecular Weight:528.571
Hs Code.:

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

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

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

There total 6 articles about 4-((1S,2R,4R)-1-benzyl-4-hydroxy-2-(hydroxymethyl)-4-(trifluoromethyl)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: 32.0%

: 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

: 1400927-13-0
4-((1S,2R,4R)-1-benzyl-4-hydroxy-2-(hydroxymethyl)-4-(trifluoromethyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

Guidance literature:: (4βS,7R,8αS)-4β-benzyl-7-hydroxy-N-(2-methylpyridin-3-yl)-7-(trifluoromethyl)-4β,5,6,7,8,8α-hexahydrophenanthrene-2-carboxamide; With ozone; In methanol; dichloromethane; at -78 ℃; for 0.583333h; Sealed tube;

In methanol; dichloromethane; at 0 - 20 ℃; for 1.5h;

With sodium tetrahydroborate; In methanol; dichloromethane; at 20 ℃; for 1h;

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

: 1400927-13-0
4-((1S,2R,4R)-1-benzyl-4-hydroxy-2-(hydroxymethyl)-4-(trifluoromethyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

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: 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

9.1: ozone / dichloromethane; methanol / 0.58 h / -78 °C / Sealed tube

9.2: polymer bound triphenylphospine / 1.5 h / 0 - 20 °C

9.3: 1 h / 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:

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

: 1400927-13-0
4-((1S,2R,4R)-1-benzyl-4-hydroxy-2-(hydroxymethyl)-4-(trifluoromethyl)cyclohexyl)-3-(hydroxymethyl)-N-(2-methylpyridin-3-yl)benzamide

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: 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

8.1: ozone / dichloromethane; methanol / 0.58 h / -78 °C / Sealed tube

8.2: polymer bound triphenylphospine / 1.5 h / 0 - 20 °C

8.3: 1 h / 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;