(2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

Base Information

Chemical Name:(2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one
CAS No.:1298085-83-2
Molecular Formula:C₅₁H₇₁F₃O₉
Molecular Weight:885.115
Hs Code.:

(2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

Synonyms:(2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

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Chemical Property of (2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

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Technology Process of (2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

There total 6 articles about (2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one 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: 73.0%

: 1298085-81-0
(2Z,4R,5R,9S,10R)-4-methyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-10-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]undec-2-ene-3,9-diyl dibenzoate

: 264603-16-9
(3R)-4-benzyloxy-3-(4-methoxy-benzyloxy)-butyraldehyde

: 1298085-83-2
(2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

Guidance literature:: (2Z,4R,5R,9S,10R)-4-methyl-7-methylidene-5-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-10-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]undec-2-ene-3,9-diyl dibenzoate; With methyllithium lithium bromide; In 1,2-dimethoxyethane; diethyl ether; at -78 ℃; for 0.75h; Inert atmosphere;

(3R)-4-benzyloxy-3-(4-methoxy-benzyloxy)-butyraldehyde; In 1,2-dimethoxyethane; diethyl ether; at -78 ℃; for 1.5h; Inert atmosphere;
DOI:10.1002/chem.201003264

Reference yield:

: C₂₂H₂₁F₃O₃

: 1298085-83-2
(2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

Guidance literature:: Multi-step reaction with 7 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

6.1: toluene-4-sulfonic acid / 0.5 h / 20 °C / Inert atmosphere

7.1: methyllithium lithium bromide / 1,2-dimethoxyethane; diethyl ether / 0.75 h / -78 °C / Inert atmosphere

7.2: 1.5 h / -78 °C / Inert atmosphere

With methyllithium lithium bromide; trimethylsilyl trifluoromethanesulfonate; pentamethylbenzene,; diethyl methoxy borane; boron trifluoride diethyl etherate; boron trichloride; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; 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

: 1298085-83-2
(2R,4S,5R,7R,8R,12S,13S)-1-(Benzyloxy)-4,12-dihydroxy-2-[(4-methoxybenzyl)oxy]-5,7-dimethyl-10-methylidene-8-{(1R)-1-[4-(trifluoromethyl)phenyl]ethoxy}-13-[(4S,5S,6R)-2,2,5-trimethyl-6-(propan-2-yl)-1,3-dioxan-4-yl]tetradecan-6-one

Guidance literature:: Multi-step reaction with 6 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

5.1: toluene-4-sulfonic acid / 0.5 h / 20 °C / Inert atmosphere

6.1: methyllithium lithium bromide / 1,2-dimethoxyethane; diethyl ether / 0.75 h / -78 °C / Inert atmosphere

6.2: 1.5 h / -78 °C / Inert atmosphere

With methyllithium lithium bromide; pentamethylbenzene,; diethyl methoxy borane; boron trifluoride diethyl etherate; boron trichloride; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; 3.1: Mukaiyama reaction;
DOI:10.1002/chem.201003264