Inosose derivatives, production and use thereof

Details Inosose derivatives, production and use thereof Inosose derivatives, production and use thereof

1989-09-29

1991-04-02

Reamer, James H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C07C 4545

Patent

active

050048384

ABSTRACT:
Disclosed is a novel inosose compound represented by the general formula: ##STR1## wherein X.sup.1 and X.sup.2 are both halogen; X.sup.1 is hydrogen and X.sup.2 is halogen; or X.sup.1 is --SQ.sup.1 and X.sup.2 is --SQ.sup.2 (each of Q.sup.1 and Q.sup.2 is lower alkyl or Q.sup.1 and Q.sup.2 may form lower alkylene), R.sup.1 is a protective group for hydroxyl and Y is .dbd.O, .dbd.N--Z (Z is hydroxyl which may be protected) or ##STR2## (A is hydrogen or an amine residue), particularly to the compound wherein the symbol Y is oxygen.
The inosose compound is useful as intermediates for production of valiolamine and the N-substituted derivatives thereof, which have potent .alpha.-glucosidase inhibiting activities and are useful as preventives or therapeutics for symptoms of hyperglycemia and various diseases derived therefrom in human and animals, such as diabetes, obesity and hyperlipemia.

REFERENCES:
patent: 2768965 (1956-10-01), Stansbury et al.
patent: 3387003 (1968-06-01), Martel et al.
patent: 3454600 (1969-07-01), Taub
patent: 3591643 (1969-07-01), Fanta et al.
patent: 4446319 (1984-05-01), Horii et al.
patent: 4486602 (1984-12-01), Horii et al.
patent: 4777294 (1988-11-01), Horii et al.
S. Ogawa et al., "A Synthesis of DL-Penta-N,O-Acetylvaliolamine," Chemistry Letters, pp. 1581-1582, 1985.

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