Patent EP-0629633-A2 (EP)
Inventor: BAXTER ANTHONY DAVID
IPC: A61P31/16
Filed: 1994-05-27
Abstract: A compound of formula
       
where R 1  is hydrogen, R 1   a  or a group of formula
     
     R 1   a  is R l   b  or a protecting group Q,   R 1 b is C 1 -C 20  alkyl, C 2 -C 20  alkenyl, C 3 -C 10  cycloalkyl, C 6 -C 15  aryl, C 7 -C 16  aralkyl or a 5- or 6- membered heterocyclic group attached by a carbon atom in the heterocyclic group to the indicated phosphorus atom,   R 2  is an unsubstituted or substituted C 1 -C 20  alkyl or C 2 -C 20  alkenyl group, an unsubstituted or substituted C 3 -C 10  cycloalkyl group, an unsubstituted or substituted C 6 -C 15  aryl group, an unsubstituted or substituted C 7 -C 16  aralkyl group, or a 5- or 6- membered heterocyclic group attached by a carbon atom in the heterocyclic group to the indicated phosphorus atom,   R 3  is hydrogen, halogen, hydroxy, R 15 , -OR 15  or -OSO 2 R 15     R 4  is R 4   a  or together with R 6  denotes a valence bond,   R 4   a  is hydrogen, halogen or R 16 ,   R 5  is hydrogen, halogen, hydroxy, R 17 , -OR 17 , -OCOR 17  or -OSO 2 R 17 ,   R 6  is hydrogen, halogen or R 18 , or together with R 4  denotes a valence bond,   R 7  is hydrogen, alkyl-N, N-dialkylphosphoramidyl or R 7   a , or R 7 0- together with R 8   a  denotes a C 1 -C 15  hydrocarbylidenedioxy group,   R 7   a  is R 19 , -COR 19 , -SO 2 R 19  or tri(C 1 -C 15  hydrocarbyl)silyl,   R 8  is R 8   a  or Z,   R 8   a  is hydrogen, halogen, hydroxy, R 20 , -OR 20 , -OCOR 20 , -OSO 2 R 20 , or tri(C 1 -C 15  hydrocarbyl)silyloxy, or together with R 9  denotes a C 1 -C 15  hydrocarbylidenedioxy group, or together with R 7 0- denotes a C 1 -C 15  hydrocarbylidenedioxy group,     R   9  is halogen, hydroxy, -OR 21 , -OCOR 21 , -OSO 2 R 21 , or B 2 , or together with R 8   a  denotes a C 1 -C 15  hydrocarbylidenedioxy group,   R 10  is hydrogen or R 10   a ,   R 10   a  is R 22 , -COR 22 , -SO 2 R 22  or tri(C 1 -C 15  hydrocarbyl)silyl,   R 11  is hydrogen, halogen, hydroxy, R 23 , -OR 23 , -OCOR 23 , -OSO 2 R 23  or Z,   R 12  is hydrogen, halogen or R 24 ,   R 13  is R 13   a  or Z,   R 13   a  is hydrogen, halogen, hydroxy, R 25 , -OR 25 , -OCOR 25 , -OSO 2 R 25 , or tri(C 1 -C 15  hydrocarbyl)silyloxy, or together with R 14  denotes a C 1 -C 15  hydrocarbylidenedioxy group,     R   14  is halogen, hydroxy, -OR 26 , -OCOR 26 , -OSO 2 R 26 , or B l , or together with R 13   a  denotes a C 1 -C 15  hydrocarbylidenedioxy group,   R 15 ,  R16 ,  R17 ,  R18 , R19  R 20,  R 21,  R 22,  R 23, R 24 , R 25  and R 26  are independently a C 1  to C 10 aliphatic group, a C 3  to C 10  cycloaliphatic group, a C 6  to C 15  aromatic group or a C 7 -C 30  araliphatic group,   B 1  and B 2  are independently each a monovalent nucleoside base radical, and   Z is substituted or unsubstituted C 6 -C 10  aryloxythiocarbonyloxy; provided that compounds where simultaneously R 1 , R 3 , R 4  and R 6  are hydrogen, R 2  is isopropyl, R 5  is methoxy, R 7  is methyl, R 8  and R 9  are each hydroxy or each acetoxy or R 8  and R 9  together denote isopropylidenedioxy, compounds where simultaneously R 1 , R 3 , R 4  and R 6  are hydrogen, R 2  is butyl, R 5  is methoxy, R 7  is benzyl, R 8  and R 9  are each hydroxy or each acetoxy or R 8  and R 9  together denote isopropylidenedioxy, and compounds where simultaneously R 1 , R 3 , R 4 , R 5 , R 6  and R 7  are hydrogen, R 2  is phenyl and R 8  and R 9  together denote isopropylidenedioxy are excluded.