Process for preparing 6-0-monoesters of castanospermine

Details Process for preparing 6-0-monoesters of castanospermine Process for preparing 6-0-monoesters of castanospermine

1998-05-14

1999-09-28

Dentz, Bernard

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D47104

Patent

active

059591110

ABSTRACT:
The present invention relates to a process for preparing a compound of formula (I): ##STR1## wherein R is C.sub.1 -C.sub.10 alkyl, phenyl or substituted phenyl, comprising treating a compound of formula (II): ##STR2## with bis(tributyltin) oxide in an organic solvent selected from the group consisting of o-xylene, m-xylene, p-xylene and mixed xylenes;
and subsequently treating the reaction mixture with a compound of formula (III): ##STR3## wherein X is halogen and R is defined as above.

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S.David, et al., Tetrahedron vol. 41, No. 4, pp. 643-663 (1985).
W.K. Anderson, et al., Tetrahedron Letters, vol. 31, No. 2, pp. 169-170 (1990).

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