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

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

  • CAS NO.:915095-87-3
  • Empirical Formula: C17H14ClIO3
  • Molecular Weight: 428.65
  • MDL number: MFCD22665921
  • EINECS: 619-598-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-15 19:19:13
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Structural

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

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

(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.

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

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

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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