Stereoselective synthesis of D-glycero-D-manno-heptose-1β,7-bisphosphate (HBP) from D-mannurono-2,6-lactone
Yuta Shinotsuka1, Riko Nakajima1, Kohei Ogawa1
1Department of Chemistry, Toho University, 2-2-1 Miyama, Funabashi 274-8510, Japan. Kaname.sasaki@sci.toho-u.ac.jp.
Abstract:
The synthesis of D-glycero-D-manno-heptose-1β,7-bisphosphate (HBP) from D-mannose is described. This synthetic approach is notable for the elongation of the seventh carbon, employing mannurono-2,6-lactone, the substrate-controlled establishment of the C-6 configuration, and the nucleophilic introduction of phosphate at the C-1 position through the utilization of 4,6-O-benzylidene-α-triflate.
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