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