Sorbose Explained

Sorbose is a ketose belonging to the group of sugars known as monosaccharides. It has a sweetness that is equivalent to sucrose (table sugar). The commercial production of vitamin C (ascorbic acid) often begins with sorbose. L-Sorbose is the configuration of the naturally occurring sugar. It can be prepared from inexpensive O-benzylglucose.

Synthesis

Under conditions employed for a Meerwein-Ponndorf-Verley reduction, the tetra-O-benzyl aldose converts to tetra-O-benzylsorbose. Hydrogenolysis removes the four benzyl groups, leaving sorbose.[1]

Notes and References

  1. 10.1021/acs.chemrev.5b00104 . Synthesis of l-Hexoses . 2015 . Frihed . Tobias Gylling . Bols . Mikael . Pedersen . Christian Marcus . Chemical Reviews . 115 . 9 . 3615–3676 . 25893557 .