ChemicalBook CAS DataBase List (3R,4S)-4-[4-(Benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one

(3R,4S)-4-[4-(Benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one synthesis

12synthesis methods

Product Name:(3R,4S)-4-[4-(Benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one
CAS Number:190595-65-4
Molecular formula:C31H25F2NO3
Molecular Weight:497.53

(3R,4S)-4-(4-benzyloxyphenyl)-1-(4-fluoro phenyl)-3-{2-[2-(4-fluorophenyl)-[1,3]-dioxolan-2-yl]ethyl}azetidin-2-one

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(3R,4S)-4-[4-(Benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one

190595-65-4
192 suppliers
$11.00/250mg

Yield:190595-65-4 99%

Reaction Conditions:

with water;toluene-4-sulfonic acid in acetone at 20; for 6 h;Product distribution / selectivity;Reflux;

Steps:

9 Preparation of (3R,4S)-4-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one (Compound IIa)

Example 9 Preparation of (3R,4S)-4-(4-(benzyloxy)phenyl)-1-(4-fluoro phenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one (Compound IIa) To a solution of (3R,4S)-4-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-3-{2-[2-(4-fluorophenyl)-[1,3]-dioxolan-2-yl]ethyl}azetidin-2-one (7.7 g, 14.2 mmol) in wet acetone (64.7 mL acetone and 4.2 mL of water) at room temperature was added p-toluensulfonic acid monohydrate (0.27 g, 1.42 mmol). The mixture was stirred for 6 hours at reflux temperature. The solvent was then evaporated under vacuum, and ethyl acetate was added (80 mL). The organic layer was washed with 5% aqueous sodium hydrogencarbonate solution (2*80 mL) and with water (2*80 mL) and dried over sodium sulfate. The solvent was evaporated under vacuum. (3R,4S)-4-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]-azetidin-2-one was obtained as an oily product (7.24 g; 99% yield; 97% purity; 14.1 mmol).

References:

US2009/227786,2009,A1 Location in patent:Page/Page column 17