(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

Base Information

Chemical Name:(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
CAS No.:1298085-78-5
Molecular Formula:C₄₃H₅₁F₃O₇
Molecular Weight:736.869
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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: 46.0%

: 1298085-76-3
(2Z,4R,5R,9S,10S,11Z)-11-(benzoyloxy)-9-hydroxy-4,10-dimethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}trideca-2,11-dien-3-yl benzoate

: 590-86-3
isovaleraldehyde

: 1298085-99-0
(2Z,4R,5R,9S,10S,12RS,13RS)-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

: 1298085-78-5
(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

Guidance literature:: (2Z,4R,5R,9S,10S,11Z)-11-(benzoyloxy)-9-hydroxy-4,10-dimethyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}trideca-2,11-dien-3-yl benzoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

isovaleraldehyde; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;
DOI:10.1002/chem.201003264

Reference yield: 38.0%

: 1298085-79-6
C₄₂H₅₁F₃O₆Si

: 590-86-3
isovaleraldehyde

: 1298085-77-4
(2Z,4R,5R,9S,10S)-4,10-dimethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}tridec-2-ene-3,9-diyl dibenzoate

: 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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 2.5h; Inert atmosphere;
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

: 1298085-78-5
(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

Guidance literature:: Multi-step reaction with 3 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

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