(1S)-2,3,4,6-Tetra-O-acetyl-1,5-anhydro-1-{3-[5-(4-fluorophenyl)thiophene-2-carbonyl]-4-methylphenyl}-D-glucitol
Grundinformationen
- CAS
1312811-00-9- Standard-SMILES
CC(=O)OC[C@H]1O[C@@H](c2ccc(C)c(C(=O)c3ccc(-c4ccc(F)cc4)s3)c2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O- InChIKey
CCDRJKIEGRVBAT-CANUFQTHSA-N- Summenformel
- C32H31FO10S
- Durchschnittliche Molmasse
- 626,6 g/mol
- Monoisotopische Masse
- 626,16219652
Namen und Bezeichner
- Bevorzugter Name
- (1S)-2,3,4,6-Tetra-O-acetyl-1,5-anhydro-1-{3-[5-(4-fluorophenyl)thiophene-2-carbonyl]-4-methylphenyl}-D-glucitol
- IUPAC
- [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[3-[5-(4-fluorophenyl)thiophene-2-carbonyl]-4-methylphenyl]oxan-2-yl]methyl acetate
- Englischer Name
- [5-(4-Fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenyl]-methanone
- Summenformel
- C32H31FO10S
- Molmasse
- 626.65
Namen und Synonyme
(1S)-2,3,4,6-Tetra-O-acetyl-1,5-anhydro-1-{3-[5-(4-fluorophenyl)thiophene-2-carbonyl]-4-methylphenyl}-D-glucitol1312811-00-9[(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[3-[5-(4-fluorophenyl)thiophene-2-carbonyl]-4-methylphenyl]oxan-2-yl]methyl acetateSCHEMBL12489986DTXSID50717994-D-glucopyranosyl)phenyl]-methanone5-(4-Fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenyl]-methanone[5-(4-Fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenyl]-methanoneMethanone, [5-(4-fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenyl]-
Datenbank-Bezeichner
- CAS
1312811-00-9- PubChem CID
- 56605290
- DTXSID
DTXSID50717994
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,7
- Polarare Oberfläche (TPSA)
- 160 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 12
- Frei drehbare Bindungen
- 13
- Schwere Atome
- 44
- Formalladung
- 0
- Komplexität
- 1.060
Physikochemische Eigenschaften
- Siedepunkt
- 686 · 686.0±55.0 °C(Predicted)
- Dichte
- 1.36 · 1.36±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- Löslichkeit
- Chloroform, Ethyl Acetate, Methanol
- Aggregatzustand
- WhiteSolid
Chemie und Industrie
Anwendungen
Verwenden[5-(4-fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenyl]-methanone is an intermediate in the synthesis of Canagliflozin which is a sodium/glucose cotransporter 2 (SGLT2) inhibitor. Canagliflozin has been shown to dose dependently reduce calculated renal threshold for glucose excretion and increase urinary glucose excretion. Canagliflozin is a candidate for the treatment of type 2 diabetes and obesity.
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