Di-Boc-[(1S,4R)-4-(2,6-dichloro-purin-9-yl)-cyclopent-2-enyl]-amine → 2,6-Dichloro-9-[(1R,4S)-4-(5-ethyl-tetrazol-2-yl)-cyclopent-2-enyl]-9H-purine

HRID 215852Notes

Reaction equation

HRID 215852 reaction equation
C([N:8](C(OC(C)(C)C)=O)[C@H:9]1[CH2:13][C@@H:12]([N:14]2[CH:22]=[N:21][C:20]3[C:15]2=[N:16][C:17]([Cl:24])=[N:18][C:19]=3[Cl:23])[CH:11]=[CH:10]1)(OC(C)(C)C)=O.[CH2:32]([C:34]1[NH:38]N=[N:36][N:35]=1)[CH3:33]>>[Cl:24][C:17]1[N:16]=[C:15]2[C:20]([N:21]=[CH:22][N:14]2[C@@H:12]2[CH2:13][C@H:9]([N:8]3[N:36]=[N:35][C:34]([CH2:32][CH3:33])=[N:38]3)[CH:10]=[CH:11]2)=[C:19]([Cl:23])[N:18]=1

Participants

3

Reactant 2

HCID 58025018Di-Boc-[(1S,4R)-4-(2,6-dichloro-purin-9-yl)-cyclopent-2-enyl]-amineHCID 178438076HCID 178438076, compound

Product 1

HCID 866228002,6-Dichloro-9-[(1R,4S)-4-(5-ethyl-tetrazol-2-yl)-cyclopent-2-enyl]-9H-purine

Procedure

The title compound is prepared analogously to di-Boc-[(1S,4R)-4-(2,6-dichloro-purin-9-yl)-cyclopent-2-enyl]-amine (AA3) by replacing di-t-butyliminodicarboxylate with 5-ethyltetrazole. MS (ES+) m/e 351.2 (MH+)

Sources & evidence

ORD record
ord-15a6bdbc6b9948459b2f51f3dfc5ed2c
Source dataset
uspto-grants-2012_06
Patent number
US08193164B2

Reaction notes

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