Phenylmethyl 4-{[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]methyl}-1-piperidinecarboxylate → 2-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-(4-piperidinylmethyl)-9H-purin-6-amine

HRID 1044905Notes

Reaction equation

C(OC1N=C2C(N=C(OC)N2CCCC2CCCCN2)=C(N)N=1)CCC.[NH2:27][C:28]1[N:36]=[C:35]([O:37][C@@H:38]([CH3:42])[CH2:39][CH2:40][CH3:41])[N:34]=[C:33]2[C:29]=1[N:30]=[C:31]([O:60][CH3:61])[N:32]2[CH2:43][CH:44]1[CH2:49][CH2:48][N:47](C(OCC2C=CC=CC=2)=O)[CH2:46][CH2:45]1>>[CH3:42][C@H:38]([O:37][C:35]1[N:34]=[C:33]2[C:29]([N:30]=[C:31]([O:60][CH3:61])[N:32]2[CH2:43][CH:44]2[CH2:45][CH2:46][NH:47][CH2:48][CH2:49]2)=[C:28]([NH2:27])[N:36]=1)[CH2:39][CH2:40][CH3:41]

Participants

Reactant 2

HCID 58306118Phenylmethyl 4-{[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]methyl}-1-piperidinecarboxylate

HCID 583061842-(Butyloxy)-8-(methyloxy)-9-[3-(2-piperidinyl)propyl]-9H-purin-6-amine

Product 1

HCID 583062582-{[(1S)-1-Methylbutyl]oxy}-8-(methyloxy)-9-(4-piperidinylmethyl)-9H-purin-6-amine

Procedure

Prepared similarly to Intermediate 32 from phenylmethyl 4-{[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]methyl}-1-piperidinecarboxylate.

Sources & evidence

ORD record: ord-887af2049c984f528911a39150453c67
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08563717B2

Reaction notes

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