1',2'-Diacyl-(6R,S)-5,6,7,8-tetrahydro-L-biopterin and process for preparing the same
AssigneeKanegafuchi Kagaku Kogyo Kabushiki Kaisha
InventorMax Viscontini
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Abstract
A novel compound, 1',2'-diacyl-(6R,S)-5,6,7,8-tetrahydro-L-biopterin which is prepared by catalytical hydrogenation of a 1',2'-diacyl-L-biopterin in a solvent in the presence of a catalyst. The 1',2'-diacyl-L-biopterin is prepared from a 1,1-dialkylsulfonyl-L-rhamnose through an acyl derivative of 5-deoxy-L-arabinose and a hydrazine derivative of tetrahydro-L-biopterin without isolating the intermediate products. The 1', 2'-diacyl-(6R,S)-5,6,7,8-tetrahydro-L-biopterin can be used for treatment of atypical phenylketonuria or dihydropterin-reductase deficiency and can readily cross the blood brain barrier without neurotransmitter precursors.
Claims6
A 1',2'-diacyl-6(R,S)-5,6,7,8-tetrahydro-L-biopterin of the formula (I):
- ##STR7## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R.sup.5 CO--in which R.sup.5 is hydrogen;
- a linear or branched alkyl group having 1 to 9 carbon atoms;
- an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms;
- a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group;
- or a methyl substituted or unsubstituted phenyl ethyl group.
A 1',2'-diacyl-6(R)-5,6,7,8-tetrahydro-L-biopterin of the formula (I):
- ##STR8## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R.sup.5 CO--in which R.sup.5 is hydrogen;
- a linear or branched alkyl group having 1 to 9 carbon atoms;
- an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms;
- a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group;
- or a methyl substituted or unsubstituted phenyl ethyl group.
A 1',2'-diacyl-6(S)-5,6,7,8-tetrahydro-L-biopterin of the formula (I):
- ##STR9## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R.sup.5 CO--in which R.sup.5 is hydrogen;
- a linear or branched alkyl group having 1 to 9 carbon atoms;
- an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms;
- a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group;
- or a methyl substituted or unsubstituted phenyl ethyl group.
Dependencies are inferred from the claim text.