ChemicalBook > Product Catalog >Pharmaceutical intermediates >Heterocyclic compound >(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone

(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone

(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Structure
CAS No.
915095-87-3
Chemical Name:
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
Synonyms
Englenet Impurity 18;(2-CHLORO-5-IODOPHENYL)[4-[[(3S)-TETRAHYDRO-3-;(S)-(2-Chloro-5-iodophenyl)(4-(tetrahydrofuran-3-yloxy)pheny...;(2-chloro-5-iodophenyl)-[4-[(3S)-oxolan-3-yl]oxyphenyl]methanone;(2-chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl];(S)-(2-Chloro-5-iodophenyl)[4-[(tetrahydro-3-furyl)oxy]phenyl]methanone;(S)-(2-chloro-5-iodophenyl)(4-(tetrahydrofuran-3-yloxy)phenyl)Methanone;(S)-(2-Chloro-5-iodinephenyl) (4-(four)Hydrofuran-3-oxy)phenyl)methylone;(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone;Methanone, (2-chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]-
CBNumber:
CB82651310
Molecular Formula:
C17H14ClIO3
Molecular Weight:
428.65
MOL File:
915095-87-3.mol
Modify Date:
2023/9/6 17:45:48

(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Properties

Melting point 109-113oC
Boiling point 526℃
Density 1.639
Flash point 272℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
form Solid
color Off-White to Pale Beige

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319
Precautionary statements  P261-P305+P351+P338

(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Chemical Properties,Uses,Production

Uses

(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone is an intermediate of Empagliflozin (E521510) which is a potent and selective SGLT-2 inhibitor that improves glycaemic control syndrome in diabetic rats.

Synthesis

Synthesis_915095-87-3
To a solution of the fluoride VIII.1 (208kg), tetrahydrofuran (407kg) and (S)-3- hydroxytetrahydrofuran (56kg) is added potassium-terf-butanolate solution (20%) in tetrahydrofuran (388kg) within 3 hrs at 16 to 25??C temperature. After completion of the addition, the mixture is stirred for 60min at 20??C temperature. Then the conversion is determined via HPLC analysis. Water (355kg) is added within 20 min at a temperature of 21 ??C (aqueous quench). The reaction mixture is stirred for 30 min (temperature: 20??C). The stirrer is switched off and the mixture is left stand for 60 min (temperature: 20??C). The phases are separated and solvent is distilled off from the organic phase at 19 to 45??C temperature under reduced pressure. 2- Propanol (703kg) is added to the residue at 40 to 46??C temperature and solvent is distilled off at 41 to 50??C temperature under reduced pressure. 2-Propanol (162kg) is added to the residue at 47??C temperature and solvent is distilled off at 40 to 47??C temperature under reduced pressure. Then the mixture is cooled to 0??C within 1 hr 55 min. The product is collected on a centrifuge, washed with a mixture of 2- propanol (158kg) and subsequently with terf.-butylmethylether (88kg) and dried at 19 to 43??C under reduced pressure. 227kg (91 ,8%) of product are obtained as colourless solid. The identity of the product is determined via infrared spectrometry.

(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Preparation Products And Raw materials

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(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Methanone, (2-chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]- (S)-(2-chloro-5-iodophenyl)(4-(tetrahydrofuran-3-yloxy)phenyl)Methanone Englenet Impurity 18 (S)-(2-Chloro-5-iodophenyl)(4-(tetrahydrofuran-3-yloxy)pheny... 915095-87-3 (2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone (S)-(2-Chloro-5-iodinephenyl) (4-(four)Hydrofuran-3-oxy)phenyl)methylone (2-chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl] (2-chloro-5-iodophenyl)-[4-[(3S)-oxolan-3-yl]oxyphenyl]methanone (2-Chloro-5-iodophenyl) [4- [[(3S) - tetrahydro-3-furanyl] oxy] phenyl] ketone (S)-(2-Chloro-5-iodophenyl)[4-[(tetrahydro-3-furyl)oxy]phenyl]methanone (2-CHLORO-5-IODOPHENYL)[4-[[(3S)-TETRAHYDRO-3- 915095-87-3 C17H14ClIO3 915095-87-3