2-(4-Fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Canagliflozin intermediate I
Fluorinated Building Blocks
KUMI1F54
898566-17-1
MFCD12405593
45789954
18997709
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay(Analysis Method)
Appearance
Melting Point
Packaging
Storage
2-(4-Fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene
C18H14FIS
408.28
≥96%(HPLC)
Colorless to White Solid
109-110°C
1g,5g,10g,25g,50g,100g,250g,500g and 1kg
Store at room temperature
2-(4-Fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene is a pharmaceutically useful fluorinated building block in the synthesis of sodium-dependent glucose transporter (SGLT) inhibitors, typically used as Canagliflozin intermediate I.
Cu(NO3)2·3H2O-mediated cyanation of aryl iodides and bromides using DMF as a single surrogate of cyanide. [1]
α-C-Glycosides via syn Opening of 1,2-Anhydro Sugars with Organozinc Compounds in Toluene/n-Dibutyl Ether. [2] 
Synthesis of Aryl C-Glycosides via Iron-Catalyzed Cross Coupling of Halosugars: Stereoselective Anomeric Arylation of Glycosyl Radicals. [3]
Syntheses of isotope-labeled SGLT2 inhibitor canagliflozin (JNJ-28431754). [4] 
Synthesis and Optimization of Canagliflozin by Employing Quality by Design (QbD) Principles.[5]
References:
[1] L.Zhang,et al, Chem. Commun., 2015, 51(4), pp 2840-2843.
[2] S.Wagschal, et al, J. Org. Chem., 2015, 80(18), pp 9328-9335.
[3] L.Adak, et al, J. Am. Chem. Soc., 2017, 139(31), pp 10693-10701.
[4] R.Lin, et al, J. Labelled Comp. Radiopharm., 2017, 60(13), pp 616-623.
[5] D.S.Metil, et al, Org. Process Res. Dev., 2018, 22(1), pp 27-39.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Danger
H302,H318,H413
280,P305+P351+P338

NONH for all modes of transport

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