2'-fluorofuranosyl derivatives and novel method of preparing 2'-fluoropyrimidine and 2'-fluoropurine nucleosides
A method of preparing a 2'-fluoro compound of the formula (I) where B is selected from the group consisting of purines and pyrimidines, both of which may be substituted, comprises reacting a compound of the formula II(a) or II(b) (IIa) (IIb) where R and R' are as defined in the specificati...
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| creator | RONALD J. WYSOCKI JR JOHN S. DRISCOLL VICTOR E. MARQUEZ MAQBOOL A SIDDIQUI |
| description | A method of preparing a 2'-fluoro compound of the formula (I) where B is selected from the group consisting of purines and pyrimidines, both of which may be substituted, comprises reacting a compound of the formula II(a) or II(b) (IIa) (IIb) where R and R' are as defined in the specification with an acid halide under conditions effective to obtain a halide of the formula (III) where X is a halogen. A silane of the formula B-Si (R'')3 where R'' is as defined in the specification, is added to this product (III) under conditions effective to obtain a compound of the formula (IV) (IV) The compound of formula (IV) is reacted with a reagent selected from the group consisting of ammonia, BCl3 and ((C1-C10)alkyl)4 NF, under conditions effective to obtain the compound of formula (I). The compounds of formula (I) resulting from these methods exhibit anti-HIV activities and are useful for therapy against the HIV virus. |
| format | Patent |
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MARQUEZ ; MAQBOOL A SIDDIQUI</creatorcontrib><description>A method of preparing a 2'-fluoro compound of the formula (I) where B is selected from the group consisting of purines and pyrimidines, both of which may be substituted, comprises reacting a compound of the formula II(a) or II(b) (IIa) (IIb) where R and R' are as defined in the specification with an acid halide under conditions effective to obtain a halide of the formula (III) where X is a halogen. A silane of the formula B-Si (R'')3 where R'' is as defined in the specification, is added to this product (III) under conditions effective to obtain a compound of the formula (IV) (IV) The compound of formula (IV) is reacted with a reagent selected from the group consisting of ammonia, BCl3 and ((C1-C10)alkyl)4 NF, under conditions effective to obtain the compound of formula (I). 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A silane of the formula B-Si (R'')3 where R'' is as defined in the specification, is added to this product (III) under conditions effective to obtain a compound of the formula (IV) (IV) The compound of formula (IV) is reacted with a reagent selected from the group consisting of ammonia, BCl3 and ((C1-C10)alkyl)4 NF, under conditions effective to obtain the compound of formula (I). 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A silane of the formula B-Si (R'')3 where R'' is as defined in the specification, is added to this product (III) under conditions effective to obtain a compound of the formula (IV) (IV) The compound of formula (IV) is reacted with a reagent selected from the group consisting of ammonia, BCl3 and ((C1-C10)alkyl)4 NF, under conditions effective to obtain the compound of formula (I). The compounds of formula (I) resulting from these methods exhibit anti-HIV activities and are useful for therapy against the HIV virus.</abstract><edition>5</edition><oa>free_for_read</oa></addata></record> |
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| subjects | CHEMISTRY DERIVATIVES THEREOF HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY NUCLEIC ACIDS NUCLEOSIDES NUCLEOTIDES ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS SUGARS |
| title | 2'-fluorofuranosyl derivatives and novel method of preparing 2'-fluoropyrimidine and 2'-fluoropurine nucleosides |
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