(2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

Base Information

Chemical Name:(2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate
CAS No.:1298085-80-9
Molecular Formula:C₄₃H₅₃F₃O₇
Molecular Weight:738.885
Hs Code.:

(2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

Synonyms:(2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

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Chemical Property of (2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

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Technology Process of (2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

There total 4 articles about (2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate 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: 83.0%

: 1298085-78-5
(2Z,4R,5R,9S,10S,12S,13R)-13-hydroxy-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

: 1298085-80-9
(2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

Guidance literature:: (2Z,4R,5R,9S,10S,12S,13R)-13-hydroxy-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate; With diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 0.333333h; Inert atmosphere;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; Inert atmosphere;
DOI:10.1002/chem.201003264

Reference yield:

: C₂₂H₂₁F₃O₃

: 1298085-80-9
(2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylsilyl trifluoromethanesulfonate / toluene / 6 h / -78 °C / Inert atmosphere

1.2: 16 h / -78 °C / Inert atmosphere

1.3: 0.33 h / Inert atmosphere; Reflux

2.1: pentamethylbenzene,; boron trichloride / dichloromethane / -78 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.58 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

5.1: diethyl methoxy borane / tetrahydrofuran; methanol / 0.33 h / -78 °C / Inert atmosphere

5.2: Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; pentamethylbenzene,; diethyl methoxy borane; boron trifluoride diethyl etherate; boron trichloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; toluene; 4.1: Mukaiyama reaction;
DOI:10.1002/chem.201003264

Reference yield:

: 1298085-71-8
(2Z,4R,5R,9S,10S,11Z)-11-(benzoyloxy)-4,10-dimethyl-7-methylene-9-[(1S)-1-phenylethoxy]-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-2,11-tridecadien-3-yl benzoate

: 1298085-80-9
(2Z,4R,5R,9S,10R,11R,12S,13R)-11,13-dihydroxy-4,10,12,14-tetramethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyl dibenzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: pentamethylbenzene,; boron trichloride / dichloromethane / -78 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.58 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

4.1: diethyl methoxy borane / tetrahydrofuran; methanol / 0.33 h / -78 °C / Inert atmosphere

4.2: Inert atmosphere

With pentamethylbenzene,; diethyl methoxy borane; boron trifluoride diethyl etherate; boron trichloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; 3.1: Mukaiyama reaction;
DOI:10.1002/chem.201003264