4-(N-Boc-amino)piperidine → HCID 66631021, compound
Reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:8]1([CH:14]([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH2:15][NH:16][C:17]2[N:25]=[C:24](NCCC3N=CN(C(C)C)C=3)[N:23]=[C:22]3[C:18]=2[N:19]=[CH:20][N:21]3[C@@H:37]2[CH2:41][C@H:40]([NH:42][C:43]([CH:45]3C[CH2:46]3)=[O:44])[C@@H:39]([OH:48])[C@H:38]2[OH:49])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.ClC1N=C2C(N=CN2[C@@H]2C[C@H](NC(=O)CC)[C@@H](O)[C@H]2O)=C(NCC(C2C=CC=CC=2)C2C=CC=CC=2)N=1.[C:93]([O:97][C:98](=[O:106])[NH:99][CH:100]1[CH2:105][CH2:104][NH:103][CH2:102][CH2:101]1)([CH3:96])([CH3:95])[CH3:94]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:93]([O:97][C:98](=[O:106])[NH:99][CH:100]1[CH2:105][CH2:104][N:103]([C:24]2[N:23]=[C:22]3[C:18]([N:19]=[CH:20][N:21]3[C@@H:37]3[CH2:41][C@H:40]([NH:42][C:43](=[O:44])[CH2:45][CH3:46])[C@@H:39]([OH:48])[C@H:38]3[OH:49])=[C:17]([NH:16][CH2:15][CH:14]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:50]3[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=3)[N:25]=2)[CH2:102][CH2:101]1)([CH3:96])([CH3:94])[CH3:95]Participants
4
Procedure
This compound is prepared analogously to cyclopropanecarboxylic acid ((1S,2R,3S,4R)-4-{6-(2,2-diphenyl-ethylamino)-2-[2-(1-isopropyl-1H-imidazol-4-yl)-ethylamino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-amide trifluoroacetate by replacing cyclopropanes-carboxylic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-amide with N-{(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide and by replacing 2-(1-isopropyl-1H-imidazol-4-yl)-ethylamine with piperidin-4-yl-carbamic acid tert-butyl ester.
Sources & evidence
- ORD record
- ord-dede25b5bff3476b849462c993986fc1
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163754B2
Reaction notes
Loading…