(S)-3-Aminotetrahydrofuran → 2-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-{4-[(3S)-tetrahydro-3-furanylamino]butyl}-9H-purin-6-amine

HRID 2036364Notes

Reaction equation

HRID 2036364 reaction equation
[CH3:1][C@H:2]([O:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[C:12]([O:26][CH3:27])[N:13]2[CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C@@H:21]2[CH2:25][CH2:24][O:23][CH2:22]2)=[C:9]([NH2:28])[N:8]=1)[CH2:3][CH2:4][CH3:5].ClCCCCN1C(OC)=NC2C1=NC(O[C@@H](C)CCC)=NC=2N.O1CC[C@H](N)C1>>[CH3:1][C@H:2]([O:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[C:12]([O:26][CH3:27])[N:13]2[CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C@H:21]2[CH2:25][CH2:24][O:23][CH2:22]2)=[C:9]([NH2:28])[N:8]=1)[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 3

HCID 14243168(S)-3-AminotetrahydrofuranHCID 582909339-(4-Chlorobutyl)-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-6-amineHCID 582909592-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-{4-[(3R)-tetrahydro-3-furanylamino]butyl}-9H-purin-6-amine

Product 1

HCID 582909602-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-{4-[(3S)-tetrahydro-3-furanylamino]butyl}-9H-purin-6-amine

Procedure

Prepared similarly to Intermediate 40 from 9-(4-chlorobutyl)-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-6-amine and (3S)-tetrahydro-3-furanamine.

Sources & evidence

ORD record
ord-289b3d6762f8422f873dcfa66f9ecf1b
Source dataset
uspto-grants-2013_11
Patent number
US08575181B2

Reaction notes

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