(3R)-3-(2-bromoethyl)oxolane → 2-{[(1R)-1-Methylbutyl]oxy}-8-(methyloxy)-9-[2-[(3S)-tetrahydro-3-furanyl]ethyl}-9H-purin-6-amine

HRID 1011133Notes

Reaction equation

HRID 1011133 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C@@H:9]([O:13][C:14]1[NH:15][C:16]([NH2:25])=[C:17]2[C:21]([N:22]=1)=[N:20][C:19]([O:23][CH3:24])=[N:18]2)[CH2:10][CH2:11][CH3:12].Br[CH2:27][CH2:28][C@H:29]1[CH2:33][CH2:32][O:31][CH2:30]1>>[CH3:8][C@@H:9]([O:13][C:14]1[N:22]=[C:21]2[C:17]([N:18]=[C:19]([O:23][CH3:24])[N:20]2[CH2:27][CH2:28][C@H:29]2[CH2:33][CH2:32][O:31][CH2:30]2)=[C:16]([NH2:25])[N:15]=1)[CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 52324315(3R)-3-(2-bromoethyl)oxolaneHCID 178448284HCID 178448284, compound

Product 1

HCID 576997842-{[(1R)-1-Methylbutyl]oxy}-8-(methyloxy)-9-[2-[(3S)-tetrahydro-3-furanyl]ethyl}-9H-purin-6-amine

Procedure

Prepared similarly to Intermediate 216 from 2-{[(1R)-1-methylbutyl]oxy}-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and (3R)-3-(2-bromoethyl)tetrahydrofuran.

Sources & evidence

ORD record
ord-b7e3a6cd02444f0e8d0af05740058561
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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