ChemicalBook--->CAS DataBase List--->915095-89-5

915095-89-5

915095-89-5 Structure

915095-89-5 Structure
IdentificationBack Directory
[Name]

Furan, 3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-, (3S)-
[CAS]

915095-89-5
[Synonyms]

915085-89-5
Empagliflozin-7
EMpagliflozin int3
EMpagliflozin InterMediate
Empagliflozin Intermediate2
Empa (S)-THF bromo compound
Empagliflozin Bromo Impurity
5-Bromo Empagliflozin Impurity
(S)-3-(4-(5-broMo-2-chlorobenzyl)phenoxy)tetrahydrofuran
3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-
(3S)-3-[4-[(5-bromo-2-chlorophenyl)methyl]phenoxy]oxolane
(3S)-3-[4-(5-Bromo-2-chlorobenzyI)phenoxy]tetrahydrofuran
(3S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydro-furan
(3S)-3-[4-(5-bromo-2-chloro benzyl) phenoxy] tertahydrofuran
3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-furan
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydro...
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)-benzene
(3S)-3-(4-(5-bromo-2-chlorobenzyl) methyl]phenoxy]tetrahydro-furan
(35)-3-[4-[(5-Bromo-2-chlorophenyl)methyllphenoxyltetrahydro-furan
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydro-furan
(3S)-3-[4-[(5-Bromo-2- chlorophenyl)methy1]phenoxy]tetrahydro-furan
(3S)-3-[4-[(5-bromo-2-chlorophenyl)methyl]phenoxy]oxolane 915095-89-5
Furan, 3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-, (3S)-
3S-{4-[Benzyloxy-(5-bromo-2-chloro-phenyl)-methyl] -phenoxy}-tetrahydro-furan
(3S)-3-[4-[(5-BROMO-2-CHLOROPHENYL)METHYL]PHENOXY]TETRAHYDRO-FURAN CAS NO 915095-89-5
Furan, 3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-, (3S)- ISO 9001:2015 REACH
Empagliflozin Intermediate/ (3S)-3-[4-[(5-Bromo-2-Chlorophenyl)Methyl]Phenoxy]Tetrahydrofuran
Empagliflozin impurity 10/Empagliflozin 5-Bromo Impurity/(S)-3-[4-(5-Bromo-2-chlorobenzyl)phenoxy]tetrahydrofuran
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C17H16BrClO2
[MDL Number]

MFCD27920793
[MOL File]

915095-89-5.mol
[Molecular Weight]

367.665
Questions And AnswerBack Directory
[Description]

(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran is used as a reactant to efficiently synthesize SGLT- 2 Epagliflozin inhibitors.
[Physical Form]

Solid
[synthesis]

To a mixture of AlCl3 (61.7 g, 0.463 mol) and (S)-(5-bromo-2-chlorophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone (100 g, 0.231 mol) in toluene (450 mL) was added 1,1,3,3-tetramethyldisiloxane (40.4 g, 0.301 mol) over 1 hour at<20 °C. The mixture was held at 20-23 °C for an additional 1.5 hours and cooled to 0-5 °C. The cooled solution was slowly added to ice-water (400 mL) over 15 min and the layers separated. The organic was treated with 3N NaOH (400 mL) at room temperature for 16-24 hours and the layers were separated. The organic was concentrated to a low volume (~130 mL). After diluted with acetonitrile (450 mL), the solution was again concentrated to a low volume (~130 mL). To the residue was added acetonitrile (400 mL) followed by a slow addition of water (200 mL). The resulting mixture was cooled to 0-3 °C and held for 2 hours. The solids were collected by filtration and dried in oven to give product. (S)-3-(4-(2-chloro-5- bromobenzyl)phenoxy)tetrahydrofuran (2a). 92% as white crystals.
synthesis of (3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran
Chemical PropertiesBack Directory
[Melting point ]

49-51°C
[Boiling point ]

459.1±45.0 °C(Predicted)
[density ]

1.431±0.06 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
Safety DataBack Directory
[HS Code ]

2932190090
Hazard InformationBack Directory
[Uses]

(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran is used as a reactant in the efficient synthesis of empagliflozin inhibitor of SGLT-2 utilizing AlCl3-promoted silane reduction of β-glycopyranoside.
[Application]

(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran is used as a reactant in the efficient synthesis of empagliflozin inhibitor of SGLT-2 utilizing AlCl3-promoted silane reduction of β-glycopyranoside.
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