Verfahren zur Herstellung von 2-fluor-9-(2,3,5-tri-O-benzyl-beta-arabinofuranosyl)adenin

VERFAHREN ZUR HERSTELLUNG VON 2-AMINO-9-(2,3,5-TRI-0-BENZYL-BETA-D-ARABINOFURANOSYL)ADENIN UND NEUE ZWISCHENPRODUKTE

PROCEDURE FOR the PRODUCTION OF 2-FLUOR-9 (2,3,5 TRICHLOROETHYLENE O BENZYLE BETA ARABINOFURANOSYL) ADENINE

PROCESS FOR THE PREPARATION OF 9-BETA-D-ARABINOFURANOSYL-2-FLUOROADENINE 5'-PHOSPHATE

A process for the preparation of 9-beta-D-arabinofuranosyl-2-fluoroadenine 5'-phosphate (II) from 9-beta-D-arabinofur-anosyl-2-fluoroadenine (I) by phosphorylation is described. The reaction is conducted under anhydrous conditions, particularly where (I) is dried extensively in a vaccum. The compound (II) is an antileukemia and antiviral drug.

PROCEDURE FOR the PRODUCTION OF 2-AMINO-9 (2,3,5 TRI-0-BENZYL-BETA-D-ARABINOFURANOSYL) ADENINE AND NEW INTERMEDIATE PRODUCTS

PROCEDURE FOR the PRODUCTION OF 9-BETA-D ARABINOFURANOSYL-2-FLUOROADENIN 5 ' - PHOSPHATES

PROCESS FOR THE PREPARATION OF 9-BETA-D-ARABINOFURANOSYL-2-FLUOROADENINE 5'-PHOSPHATE

Process

A PROCESS FOR THE PREPARATION OF 2-FLUORO-9-(2,3,5-TRI-O-BENZYL-BETA-D-ARABINOFURANOSYL) ADENINE

A process for the preparation of 2-fluoro-9- (2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl)adenine (I) is described. The process involves reacting a protected 2-fluoro adenine with a protected chlorosugar under controlled conditions of temperature (80-85.degree.C) to produce (I), rather than using a process involving fluorinating a 2-substituted nucleoside precursor of (I).

Process for preparation of a arabinofuranosyl adenine derivative

PROCESS FOR THE PREPARATION OF 9-BETA-D-ARABINOFURANOSYL-2-FLUOROADENINE 5'-PHOSPHATE

Verfahren zur Herstellung von 2-fluor-9-(2,3,5-tri-O-benzyl-beta-arabinofuranosyl)adenin

VERFAHREN ZUR HERSTELLUNG VON 2-AMINO-9-(2,3,5-TRI-0-BENZYL-BETA-D-ARABINOFURANOSYL)ADENIN UND NEUE ZWISCHENPRODUKTE

IMPROVED METHOD

PURPOSE: To obtain in high yield a 2-fluoro-9-(2,3,5-tri-O-benzyl-β-D- arabinofuranosyl) adenine by reacting 2-fluoroadenines with protected chlorosaccharides under particular conditions and separating the product. CONSTITUTION: The 2-fluoro-9-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl) adenine is obtained in good yield by reacting the 2-fluoroadenine compound of formula I (R is H, trimethylsilyl or methoxyacetyl; R1 is H or trimethylsilyl) with protected chlorosaccharides together with acid acceptor when R is methoxyacetyl while heating at about 80 to 85°C in an solvent to produce the compound of formula III, treating the reaction mixture containing the compound with a lower alcohole and an acid acceptor when R is trimethylsilyl or H or with a sodium methoxide when R is methoxyacetyl, subsequently treating the resulting mixture with acid and separating the product. COPYRIGHT: (C)1994,JPO ...

PRODUCTION OF 9-BETA-D-ARABINOFURANOSYL-2-FLUOROADENINE

PURPOSE: To obtain the subject compound for an intermediate of a cytotoxic agent by reacting 2-aminol-9-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)adenine with fluoroboric acid in an organic solvent followed by deblocking. CONSTITUTION: A 9-(2,3,5-tri-O-benzyl-Β-D-arabinofuranosyl)-2-fluoroadenine represented by formula II is obtained by substituting the 2-amino group of 2-amino-9-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)adenine represented by formula I, (wherein Bn is benzyl) by the 2-fluoro group by the reaction with fluoroboric acid in an organic solvent, such as tetrahydrofuran. Then, the compound is treated with hydrogen and paradium chloride in an organic solvent in the reaction mixture under pressure in a sealed container for deblocking so as to produce the objective 9-β-D-arabinofuranosyl-2-fluoroadenine useful as an intermediate for producing a cytotoxic agent represented by formula III. COPYRIGHT: (C)1995,JPO ...

Process for the preparation of 2-fluoro-9-(2,3,5-tri-O-benzyl-beta-arabinofuranozyl)adenine

A PROCEDURE FOR THE PREPARATION OF THE COMPOUND 2,6-DIAMINO-9- (2,3,5-TRIO-O-BENCILBETA-D-ARABINOFURANOSIL) PURINE.

SE DESCRIBE UN PROCESO PARA PREPARAR 2, 6-DIAMINO-9-(2, 3, 5-TRI-O-BENCIL -BETA-D-ARABINO-FURANOSIL PURINA (V) HACIENDO REACCIONAR 2, 6-DI (ALCOXIACETAMIDO)PURINA (II) CON 2, 3, 5-TRI-O-BENCIL-1-CLORO-ALFA-D -ARABINOFURANOSA (III) PARA PRODUCIR 2, 6-DI(ALCOXIACETAMIDO)-9-(2, 3, 5 -TRI-O-BENCIL-BETA-D-ARABINOFURANOSIL)PURINA (IV) Y LUEGO DESPROTEGER LAS POSICIONES 2, 6 PARA PRODUCIR LA 2, 6-DIAMINA (V). EL PROCESO PROPORCIONA PURINA (V) EN GRAN CANTIDAD. LA PURINA (V) ES UN INTERMEDIARIO EN LA PREPARACION DE 9-BETA-D-ARABINOFURANOSIL-2-FLUOROADENINA QUE ES UN AGENTE CITOTOXICO. A PROCESS IS DESCRIBED TO PREPARE 2, 6-DIAMINO-9- (2, 3, 5-TRI-O-BENCIL -BETA-D-ARABINO-FURANOSIL PURINE (V) BY REACTIONING 2, 6-DI (ALCOXIACETAMIDO) PURINE ( II) WITH 2, 3, 5-TRI-O-BENCIL-1-CHLORINE-ALPHA-D -ARABINOFURANOSE (III) TO PRODUCE 2, 6-DI (ALCOXIACETAMIDO) -9- (2, 3, 5 -TRI-O -BENCIL-BETA-D-ARABINOFURANOSIL) PURINE (IV) AND THEN UNPROTECT POSITIONS 2, 6 TO PRODUCE THE 2, 6-DIAMINE (V). THE PROCESS PROVIDES PURINE (V) IN LARGE AMOUNT. THE PURINE (V) IS AN INTERMEDIARY IN THE PREPARATION OF 9-BETA-D-ARABINOFURANOSIL-2-FLUOROADENINE WHICH IS A CYTOTOXIC AGENT.

Process for the preparation of 9-beta-d-arabinofuranosyl-2-fluoroadenine 5'-phosphate

A process for the preparation of 9-beta-D-arabinofuranosyl-2-fluoroadenine 5'-phosphate (II) from 9-beta-D-arabinofuranosyl-2-fluoroadenine (I) by phosphorylation is described. The reaction is conducted under anhydrous conditions, particularly where (I) is dried extensively in a vaccum. The compound (II) is an antileukemia and antiviral drug.

PROCEDURE FOR THE PREPARATION OF 9-BETA-D-ARABINOFURANOSIL-2-FLUOROADENINE-5'-PHOSPHATE.

SE DESCRIBE UN PROCESO PARA LA PREPARACION DE 9-BETA-D-ARABINOFURANOSIL-2 -FLUOROADENINA 5''-FOSFATO (II) DESDE 9-BETA-D-ARABINOFURANOSIL-2 -FLUOROADENINO (I) POR FOSFORILACION. LA REACCION SE LLEVA A CABO BAJO CONDICIONES ANHIDRIDAS, PARTICULARMENTE DONDE (I) ES SECADO EXTENSIVAMENTE EN UN VACIO. EL COMPUESTO (II) ES UN MEDICAMENTO ANTIVIRICO Y ANTILEUCEMICO.

Verfahren zur herstellung von 2-amino-9-(2,3,5- tri-0-benzyl-beta-d-arabinofuranosyl)adenin und neue zwischenprodukte

Verfahren zur herstellung von 9-beta-d- arabinofuranosyl-2-fluoroadenin 5'-phosphaten