Acarbose total synthesis

Acarviosin 441, an a-glycosidase inhibitor, is a maltose-type pseudodisaccharide that can be prepared from methanolysis of acarbose 442 [255]. It has been shown to have five times more inhibitory activity than its precursor acarbose, for which the first total synthesis has been described by Ogawa s group in 1989 [256]. 

Ogawa, S., Shibata, Y. (1988). Total synthesis of acarbose and adiposin-2, J. Chem. Soc., Chem. Commun., p. 605. 

A total synthesis reported for the pseudo-tetrasaccharide oc-gluc-osldase inhibitor acarbose and its hydroxylated analogue adiposin involved converting 1,6-anhydromaltotriose into 3",4"-anhydro analogues which were then condensed with 4,7 5,6-di-0-isopropylidene-valienamine.A synthesis of dihydroacarbose is referred to in Chapter 4. 

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