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ChemicalBook > CAS DataBase 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

Uses
Product Name
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
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-;(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phen;(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)-tetrahydrofuran-3-yloxy]phenyl}methanone
CBNumber
CB82651310
Molecular Formula
C17H14ClIO3
Formula Weight
428.65
MOL File
915095-87-3.mol
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(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Property

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
optical activity
Consistent with structure
InChI
InChI=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
InChIKey
WBBJCIOCSVFCNI-AWEZNQCLSA-N
SMILES
C(C1=CC(I)=CC=C1Cl)(C1=CC=C(O[C@H]2CCOC2)C=C1)=O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
C371265
Product name
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
Packaging
50mg
Price
$50
Updated
2021/12/16
AK Scientific
Product number
2954AH
Product name
(S)-(2-Chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone
Packaging
5g
Price
$149
Updated
2021/12/16
Ambeed
Product number
A150445
Product name
(S)-(2-Chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone
Purity
97%
Packaging
250mg
Price
$6
Updated
2021/12/16
Ambeed
Product number
A150445
Product name
(S)-(2-Chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone
Purity
97%
Packaging
1g
Price
$11
Updated
2021/12/16
Ambeed
Product number
A150445
Product name
(S)-(2-Chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone
Purity
97%
Packaging
5g
Price
$32
Updated
2021/12/16
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(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone Chemical Properties,Usage,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.

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


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.

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

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

Raw materials

Preparation Products

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

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View Lastest Price from (2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone 915095-87-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
10000KGS
Release date
2024-11-15
Suzhou Nordica Biopharma CO.,LTD
Product
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone 915095-87-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
5 tons
Release date
2024-11-14
Shaanxi Dideu Medichem Co. Ltd
Product
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone 915095-87-3
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2020-04-27

915095-87-3, (2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanoneRelated Search:


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  • C17H14ClIO3
  • 915095-87-3