(2Z,4R,5R,9S,10S,12S,13R)-13-{[(2S)-2-methoxy-2-phenylacetyl]oxy}-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyldibenzoate

Base Information

Chemical Name:(2Z,4R,5R,9S,10S,12S,13R)-13-{[(2S)-2-methoxy-2-phenylacetyl]oxy}-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyldibenzoate
CAS No.:1298085-82-1
Molecular Formula:C₅₂H₅₉F₃O₉
Molecular Weight:885.03
Hs Code.:

(2Z,4R,5R,9S,10S,12S,13R)-13-{[(2S)-2-methoxy-2-phenylacetyl]oxy}-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyldibenzoate

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

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

There total 4 articles about (2Z,4R,5R,9S,10S,12S,13R)-13-{[(2S)-2-methoxy-2-phenylacetyl]oxy}-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyldibenzoate 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: 41.0%

: 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

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: 1298085-82-1
(2Z,4R,5R,9S,10S,12S,13R)-13-{[(2S)-2-methoxy-2-phenylacetyl]oxy}-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyldibenzoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1002/chem.201003264

Reference yield:

: C₂₂H₂₁F₃O₃

: 1298085-82-1
(2Z,4R,5R,9S,10S,12S,13R)-13-{[(2S)-2-methoxy-2-phenylacetyl]oxy}-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyldibenzoate

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: dmap; dicyclohexyl-carbodiimide / dichloromethane / 48 h / 20 °C / Inert atmosphere

With dmap; trimethylsilyl trifluoromethanesulfonate; pentamethylbenzene,; boron trifluoride diethyl etherate; boron trichloride; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; 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

: 1298085-82-1
(2Z,4R,5R,9S,10S,12S,13R)-13-{[(2S)-2-methoxy-2-phenylacetyl]oxy}-4,10,12,14-tetramethyl-7-methylidene-11-oxo-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}pentadec-2-ene-3,9-diyldibenzoate

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: dmap; dicyclohexyl-carbodiimide / dichloromethane / 48 h / 20 °C / Inert atmosphere

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