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| | (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran Basic information | | Physical Form Uses |
| Product Name: | (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran | | Synonyms: | (3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan;(S)-3-(4-(2-chloro-5-iodobenzyl)phenoxy)-tetrahydrofuran;(S)-3-(4-(2-chloro-5-fluorobenzyl)phenoxy)-tetrahydrofuran;(3S)-3-{4-[(2-chloro-5-iodophenyl)methyl]phenoxy}oxolane;(3S)-3-[4-(2-chloro-5-iodobenzyl)-phenoxy]-tetrahydrofuran;Furan, 3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-, (3S)-;Empagliflozin Intermediate1;3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan | | CAS: | 915095-94-2 | | MF: | C17H16ClIO2 | | MW: | 414.67 | | EINECS: | 619-599-0 | | Product Categories: | Empagliflozin;Empagliflozin Intermediate;915095-94-2 | | Mol File: | 915095-94-2.mol |  |
| | (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran Chemical Properties |
| Boiling point | 476.0±45.0 °C(Predicted) | | density | 1.578±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | 2-8°C(protect from light) | | solubility | DMSO, Methanol (Slightly, Sonicated) | | form | Solid | | color | White to Off-White | | InChI | InChI=1S/C17H16ClIO2/c18-17-6-3-14(19)10-13(17)9-12-1-4-15(5-2-12)21-16-7-8-20-11-16/h1-6,10,16H,7-9,11H2/t16-/m0/s1 | | InChIKey | YLUHNGIWRCCQMQ-INIZCTEOSA-N | | SMILES | O1CC[C@H](OC2=CC=C(CC3=CC(I)=CC=C3Cl)C=C2)C1 | | CAS DataBase Reference | 915095-94-2 |
| | (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran Usage And Synthesis |
| Physical Form | Solid | | Uses |
(3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran(915095-94-2) can be used as reactant/reagent in preparation of C-?aryl D-?glurofuranoside compounds useful as reference compounds in the quality control of gliflozin type medicine.
| | Description | (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran is a pharmaceutical intermediate compound that is used in the preparation of empagliflozin. Empagliflozin is an inhibitor of sodium-glucose co-transporter protein-2 (SGLT2), which is used in the treatment of type 2 diabetes. | | Uses | (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran (compound 2d), a halogenated Phenstatin analog, is a microtubule destabilizing agent. (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran shows anticancer activities[1]. | | Preparation |
0.5 mol of (S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone and 0.6 mol of aluminum chloride were added to 2 mol of methanol at a temperature of 20° C, and then 0.6 mol of triethylsilane was added to the mixed solution. The mixture was stirred at 25° C for 1 h.The conversion is determined by HPLC analysis. After the reaction is complete, it is extracted and distilled under reduced pressure.Finally, (3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan (also known as (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran) was obtained through purification.
![(3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan](/NewsImg/2023-09-21/6383091813460367816902960.jpg "(3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan")
| | References | [1] Hu, S., et al. Design, synthesis and anticancer activities of halogenated Phenstatin analogs as microtubule destabilizing agent. Med Chem Res 28, 465–472 (2019). |
| | (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran Preparation Products And Raw materials |
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