1,3-Propanediol, 2-(2-iodoethyl)-, diacetate → HCID 86744783, compound

HRID 2051365Notes

Reaction equation

HRID 2051365 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([S:11][CH2:12][CH2:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:15])[N:3]=1.[C:22]([O:25][CH2:26][CH:27]([CH2:31][O:32][C:33](=[O:35])[CH3:34])[CH2:28][CH2:29]I)(=[O:24])[CH3:23]>>[C:22]([O:25][CH2:26][CH:27]([CH2:31][O:32][C:33](=[O:35])[CH3:34])[CH2:28][CH2:29][C:7]1[NH:6][C:5]2[C:9](=[N:10][C:2]([NH2:1])=[N:3][C:4]=2[S:11][CH2:12][CH2:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:15])[N:8]=1)(=[O:24])[CH3:23].[C:22]([O:25][CH2:26][CH:27]([CH2:31][O:32][C:33](=[O:35])[CH3:34])[CH2:28][CH2:29][N:6]1[C:5]2[C:9](=[N:10][C:2]([NH2:1])=[N:3][C:4]=2[S:11][CH2:12][CH2:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:15])[N:8]=[CH:7]1)(=[O:24])[CH3:23]

Participants

4

Reactant 2

HCID 1539121,3-Propanediol, 2-(2-iodoethyl)-, diacetateHCID 19833369HCID 19833369, compound

Product 2

HCID 19833373HCID 19833373, compoundYield 7.4%HCID 86744783HCID 86744783, compoundYield 77.4%

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.

Sources & evidence

ORD record
ord-7d4f7831853a487884c60230bc56b263
Source dataset
uspto-grants-1991_05
Patent number
US05017701

Reaction notes

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