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

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CAS:915095-87-3
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CAS:915095-87-3
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CAS:915095-87-3
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Products Intro: Product Name:(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
CAS:915095-87-3
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Products Intro: Product Name:915095-87-3 (2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
CAS:915095-87-3
Purity:99% Package:25KG;5KG;1KG

(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone manufacturers
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Basic information
Uses
Product Name:(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
Synonyms:(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone;Englenet Impurity 18;Methanone, (2-chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]-;(S)-(2-chloro-5-iodophenyl)(4-(tetrahydrofuran-3-yloxy)phenyl)Methanone;(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]
CAS:915095-87-3
MF:C17H14ClIO3
MW:428.65
EINECS:619-598-5
Product Categories:915095-87-3
Mol File:915095-87-3.mol
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Structure
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Chemical Properties
Melting point 109-113oC
Boiling point 526℃
density 1.639
Fp 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
Optical RotationConsistent with structure
InChIInChI=1S/C17H14ClIO3/c18-16-6-3-12(19)9-15(16)17(20)11-1-4-13(5-2-11)22-14-7-8-21-10-14/h1-6,9,14H,7-8,10H2/t14-/m0/s1
InChIKeyWBBJCIOCSVFCNI-AWEZNQCLSA-N
SMILESC(C1=CC(I)=CC=C1Cl)(C1=CC=C(O[C@H]2CCOC2)C=C1)=O
Safety Information
MSDS Information
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Usage And Synthesis
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.
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.
SynthesisSynthesis_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 25C temperature. After completion of the addition, the mixture is stirred for 60min at 20C 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: 20C). The stirrer is switched off and the mixture is left stand for 60 min (temperature: 20C). The phases are separated and solvent is distilled off from the organic phase at 19 to 45C temperature under reduced pressure. 2- Propanol (703kg) is added to the residue at 40 to 46C temperature and solvent is distilled off at 41 to 50C temperature under reduced pressure. 2-Propanol (162kg) is added to the residue at 47C temperature and solvent is distilled off at 40 to 47C temperature under reduced pressure. Then the mixture is cooled to 0C 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 43C under reduced pressure. 227kg (91 ,8%) of product are obtained as colourless solid. The identity of the product is determined via infrared spectrometry.
References[1] Patent: WO2011/39107, 2011, A1. Location in patent: Page/Page column 19-20
[2] Patent: US2011/237789, 2011, A1. Location in patent: Page/Page column 11
[3] Patent: US2011/237526, 2011, A1. Location in patent: Page/Page column 7
[4] Organic Letters, 2014, vol. 16, # 16, p. 4090 - 4093
[5] Patent: CN105399735, 2016, A. Location in patent: Paragraph 0040; 0041; 0042
Tag:(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone(915095-87-3) Related Product Information
(S)-(5-broMo-2-chlorophenyl)(4-(tetrahydrofuran-3-yloxy)phenyl)Methanone (3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]- (2S,3R,4S,5S,6R)-2-(3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)-4-chlorophenyl)-tetrahydro-6-(hydroxyMethyl)-2-Methoxy-2H-pyran-3,4,5-triol 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylbromide (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone Methanone, (5-chloro-2-iodophenyl)(2-fluorophenyl)- Butanoic acid, 4-chloro-3-hydroxy-, (3S)- EMpagliflozin iMpurity 10 (3R,4S,5S,6R)-2-[4-chloro-3-[[4-[(3S)-oxolan-3-yl]oxyphenyl]methyl]phenyl]-6-(hydroxymethyl)-2-methoxyoxane-3,4,5-triol (R)-3-(4-(5-broMo-2-chlorobenzyl)phenoxy)tetrahydrofuran Acetoxy Empagliflozin 4-Chlorophenylacetone 4,4'-DDT (5-bromo-2-chlorophenyl)(4-fluorophenyl)methanone 1-chloro-4-(β-D-glucopyranos-1-yl)-2-[4-((S)-tetrahydrofuran-3-yloxy)benzyl]benzene CHLOROPHENYLSILANE