[5-(4-Fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-Beta-D-glucopyranosyl)phenyl]-methanol

Ref. TR-F596745

Informação sobre produto

• Nome: [5-(4-Fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-Beta-D-glucopyranosyl)phenyl]-methanol

Descrição

Applications [5-(4-Fluorophenyl)-2-thienyl][2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenyl]-methanol 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.
References Chao, E. et al.: Drug Fut., 36, 351 (2011); Sha, S. et al.: Diab. Obes. Metab., 13, 669 (2011); Kipnes, M.S.: Clin. Invest., 1, 145 (2011);

• Marca: TRC

Propriedades químicas

• Peso molecular: 628.66
• Fórmula: C₃₂H₃₃FO₁₀S
• Cor/forma: White Solid
• InChI: InChI=1S/C32H32N4O7/c1-39-23-13-9-21(10-14-23)32(20-7-5-4-6-8-20,22-11-15-24(40-2)16-12-22)42-17-25-27(37)28(41-3)31(43-25)36-19-35-26-29(36)33-18-34-30(26)38/h4-16,18-19,25,27-28,31,37H,17H2,1-3H3,(H,33,34,38)/t25-,27?,28?,31-/m1/s1
• Chave InChI: InChIKey=KXFBGUCGEWPHRA-KYXVNQOUSA-N
• SMILES: COc1ccc(C(OC[C@H]2O[C@@H](n3cnc4c(=O)nc[nH]c43)C(OC)C2O)(c2ccccc2)c2ccc(OC)cc2)cc1