Synthesis of acyclic nucleoside derivatives

A compound of the formula:

• wherein R10 is C3-C21 saturated or monounsaturated, optionally substituted alkyl and R12 is —CH(Ph)2, —C(Ph)3 or —Si(t-Bu)(CH3)2 wherein Ph is phenyl.

A compound of the formula:

• wherein R9 is an alcohol protecting group, R10 is C3-C21 alkyl or monounsaturated alkenyl, which may optionally be substituted with substitution substituents independently selected from the group consisting of hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkanoyl, amino, halo, cyano, azido, oxo, mercapto and nitro, R11 is isopropyl or isobutyl and P1 is an N-protecting group.

A compound of the formula:

• wherein R6 and R7 are lower_alkyl or benzyl or or R6 and R7 taken together are —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2—, R8 is C1-C21 alkyl or monounsaturated alkenyl, which may optionally be substituted with substitution substituents independently selected from the group consisting of hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkanoyl, amino, halo, cyano, azido, oxo, mercapto and nitro, R25 is hydrogen or lower_alkyl, phenyl and benzyl or R27 and R28, taken together with the nitrogen to which they are attached, form a pyrrolidinyl group or a piperidinyl group and R26 is lower_alkyl, phenyl or benzyl.

A compound of the formula:

• wherein R6 and R7 are lower_alkyl or benzyl or or R6 and R7 taken together are —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2—, R10 is C3-C21 alkyl or monounsaturated alkenyl, which may optionally be substituted with substitution substituents independently selected from the group consisting of hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkanoyl, amino, halo, cyano, azido, oxo, mercapto and nitro.

The compound (R)-9-(4,4-diethoxy-2-(hydroxymethyl)butyl)guanine.

The compound 6-O-benzyl-(R)-9-(4,4-diethoxy-2-(hydroxymethyl)butyl)guanine.

The compound (R)-9-(4,4-diethoxy-2-(stearoyloxymethyl)butyl)guanine.

2N-Acetyl-6-O-diphenylcarbamoyl-(R)-9-(4,4-diethoxy-2-(hydroxymethyl)butyl)guanine.

2-N-Acetyl-(R)-9-(4,4-diethoxy-2-(hydroxymethyl)butyl)guanine.

A compound of the formula:

• wherein R6 and R7 are lower alkyl or benzyl or R6 and R7 taken together are —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2CH2—, R8 is C1-C21 alkyl or a C2-C21 monounsaturated alkenyl, which may optionally be substituted with substitution substituents independently selected from the group consisting of hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkanoyl, amino, halo, cyano, azido, oxo, mercapto and nitro, and R9 is an alcohol protecting group.

A compound of the formula:

• wherein R6 and R7 are loweralkyl or benzyl or R6 and R7 taken together are —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2— and R9 is H or an alcohol protecting group.