1,3-Propanediol, 2-(2-iodoethyl)-, diacetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Triethyl phosphite (6.58 g, 6.8 ml, 39.67 mmol) and 4-acetoxy-3-(acetoxymethyl)butyl iodide (5 g, 15.87 mmol) were stirred at 130° C. for 9 hours. The reaction mixture was then allowed to cool and the excess of triethyl phosphite was evaporated under reduced pressure. The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%. 1HNMR: δH (CDCl3) 1.33 (6H, t, J=7Hz, (OCH2CH3)2, 1.74 (5H, m, CHCH2CH2P), 2.06 (6H, s, 2xCOCH3), 4.12 (8H, m, (OCH2CH3)2, 2xCH2OAc). Found: C,47.29; H,7.83%. C13H25O7P 0.25 H2O requires C,47.48; H,7.81%. to cool the excess of triethyl phosphite was evaporated under reduced pressure The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Triethyl phosphite (6.58 g, 6.8 ml, 39.67 mmol) and 4-acetoxy-3-(acetoxymethyl)butyl iodide (5 g, 15.87 mmol) were stirred at 130° C. for 9 hours. The reaction mixture was then allowed to cool and the excess of triethyl phosphite was evaporated under reduced pressure. The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%. 1HNMR: δH (CDCl3) 1.33 (6H, t, J=7Hz, (OCH2CH3)2, 1.74 (5H, m, CHCH2CH2P), 2.06 (6H, s, 2xCOCH3), 4.12 (8H, m, (OCH2CH3)2, 2xCH2OAc). Found: C,47.29; H,7.83%. C13H25O7P 0.25 H2O requires C,47.48; H,7.81%. to cool the excess of triethyl phosphite was evaporated under reduced pressure The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Triethyl phosphite (6.58 g, 6.8 ml, 39.67 mmol) and 4-acetoxy-3-(acetoxymethyl)butyl iodide (5 g, 15.87 mmol) were stirred at 130° C. for 9 hours. The reaction mixture was then allowed to cool and the excess of triethyl phosphite was evaporated under reduced pressure. The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%. 1HNMR: δH (CDCl3) 1.33 (6H, t, J=7Hz, (OCH2CH3)2, 1.74 (5H, m, CHCH2CH2P), 2.06 (6H, s, 2xCOCH3), 4.12 (8H, m, (OCH2CH3)2, 2xCH2OAc). Found: C,47.29; H,7.83%. C13H25O7P 0.25 H2O requires C,47.48; H,7.81%. to cool the excess of triethyl phosphite was evaporated under reduced pressure The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Using the previously described procedure 2-amino-6-[(phenacylmethyl)thio]purine (5.71 g) and 2-acetoxymethyl-4-iodobut-1-yl acetate (6.93 g) gave the title compound 7.3 g (77.4%) m.p. 130°-131° and 0.7 g (7.4%) of 7-(4-acetoxy-3-acetoxymethylbut-1-yl)-2- amino-6-[(phenacylmethyl)thio]purine.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 2-amino-6-[(diphenylmethyl)thio]purine (6.7 g), 2-acetoxymethyl-4-iodobut-1-yl acetate (7.0 g) and anhydrous potassium carbonate (4.14 g) in N,N-dimethylformamide (100 cm3) was stirred at ambient temperature overnight. The reaction mixture was filtered and the residue washed with N,N-dimethylformamide (100 cm3). Evaporation of the filtrate gave a pale coloured oil. Purification via column chromatography on silica (450 g) [eluant 3% methanol-dichloromethane] gave the title compound 9.3 g (89%) as a viscous gum and 1.1 g (10.5%) of 7-(4-acetoxy-3-acetoxymethylbut-1-yl)-2-amino-6-(diphenylmethyl)thio]purine. The reaction mixture was filtered the residue washed with N,N-dimethylformamide (100 cm3) Evaporation of the filtrate gave a pale coloured oil Purification via column chromatography on silica (450 g) [eluant 3% methanol-dichloromethane]

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Using the previously described procedure 2-amino-6- [(4-methylphenyl)methylthio]purine (25 g) and 2-acetoxymethyl-4-iodobut-1-yl acetate (29 g) gave the title compound 33.3 g (79%) m.p. 102°-103°, and 4.2 g (9.9%) of 7-(4-acetoxy-3-acetoxymethylbut-1-yl)-2- amino-6-[(4-methylphenyl)methylthio]purine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Triethyl phosphite (6.58 g, 6.8 ml, 39.67 mmol) and 4-acetoxy-3-(acetoxymethyl)butyl iodide (5 g, 15.87 mmol) were stirred at 130° C. for 9 hours. The reaction mixture was then allowed to cool and the excess of triethyl phosphite was evaporated under reduced pressure. The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%. 1HNMR: δH (CDCl3) 1.33 (6H, t, J=7Hz, (OCH2CH3)2, 1.74 (5H, m, CHCH2CH2P), 2.06 (6H, s, 2xCOCH3), 4.12 (8H, m, (OCH2CH3)2, 2xCH2OAc). Found: C,47.29; H,7.83%. C13H25O7P 0.25 H2O requires C,47.48; H,7.81%. to cool the excess of triethyl phosphite was evaporated under reduced pressure The product distilled at 235° C./0.3 mm Hg, yield 4.6 g, 75%