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

HRID 1011109Notes

Reaction equation

HRID 1011109 reaction equation
FC(F)(F)C(O)=O.[CH:8]1([CH2:11][CH2:12][O:13][C:14]2[NH:15][C:16]([NH2:25])=[C:17]3[C:21]([N:22]=2)=[N:20][C:19]([O:23][CH3:24])=[N:18]3)[CH2:10][CH2:9]1.Br[CH2:27][CH2:28][C@@H:29]1[CH2:33][CH2:32][O:31][CH2:30]1>>[CH:8]1([CH2:11][CH2:12][O:13][C:14]2[N:22]=[C:21]3[C:17]([N:18]=[C:19]([O:23][CH3:24])[N:20]3[CH2:27][CH2:28][C@@H:29]3[CH2:33][CH2:32][O:31][CH2:30]3)=[C:16]([NH2:25])[N:15]=2)[CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 52324314(3S)-3-(2-bromoethyl)oxolaneHCID 178494009HCID 178494009, compound

Product 1

HCID 576997212-[(2-Cyclopropylethyl)oxy]-8-(methyloxy)-9-{2-[(3R)-tetrahydro-3-furanyl]ethyl]-9H-purin-6-amine

Procedure

Prepared similarly to Intermediate 215 from 2-[(2-cyclopropylethyl)oxy]-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and (3S)-3-(2-bromoethyl)tetrahydrofuran.

Sources & evidence

ORD record
ord-f9e41bfae458486a9fde3c226f352b33
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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