Tofogliflozin Intermediates/N-3/G

China [CN]

Chemical Identification

Chemical Name: (2-bromo-1,4-phenylene) dimethanol, the compound you previously inquired about, CAS No. 89980-92-7.

Molecular Formula/Molecular Weight: C₈H₉BrO₂, 217.06.

Structural Features: The benzene ring has hydroxymethyl groups (-CH₂OH) at positions 1 and 4, and a bromine atom at position 2. It is a key precursor in the synthesis of empagliflozin, used to construct the dihydroisobenzofuran ring and the C-aryl glycosidic bond.

Synthetic Role: As an "N-3/G" intermediate, it performs two core functions:

It provides a brominated aromatic site, which couples with a sugar lactone via halogen-metal exchange (lithium/magnesium reagent) to form the C-aryl glycosidic bond;

The two hydroxymethyl groups undergo a cyclization reaction to construct the dihydroisobenzofuran ring, which is the core source of empagliflozin's unique spiroketal structure.