Phenyl pyridin-3-ylcarbamate → HCID 66631234, compound
Reaction equation
[OH:1][C@H:2]1[C@@H:6]([OH:7])[C@H:5]([N:8]2[CH:16]=[N:15][C:14]3[C:9]2=[N:10][C:11]([N:29]2[CH2:33][CH2:32][C@@H:31]([NH:34][C:35]([NH:37][C:38]4C=NC=CC=4)=[O:36])[CH2:30]2)=[N:12][C:13]=3[NH:17][C@H:18]([CH2:27][OH:28])[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)[CH2:4][C@@H:3]1[NH:44][C:45](=[O:48])[CH2:46][OH:47].[C:49]1([O:55]C(=O)NC2C=NC=CC=2)[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1>>[OH:1][C@H:2]1[C@@H:6]([OH:7])[C@H:5]([N:8]2[CH:16]=[N:15][C:14]3[C:9]2=[N:10][C:11]([N:29]2[CH2:33][CH2:32][C@@H:31]([NH:34][C:35]([NH:37][CH2:38][C:53]4[CH:52]=[CH:51][CH:50]=[C:49]([OH:55])[CH:54]=4)=[O:36])[CH2:30]2)=[N:12][C:13]=3[NH:17][C@H:18]([CH2:27][OH:28])[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)[CH2:4][C@@H:3]1[NH:44][C:45](=[O:48])[CH2:46][OH:47]Participants
3
Procedure
The title compound is prepared analogously to N-((1S,2R,3S,4R)-2,3-Dihydroxy-4-{6-[(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethylamino]-2-[(R)-3-(3-pyridin-3-yl-ureido)-pyrrolidin-1-yl]-purin-9-yl}-cyclopentyl)-2-hydroxy-acetamide (Example 195), by substituting (3-hydroxy-benzyl)-carbamic acid phenyl ester (Intermediate ZD) for pyridin-3-yl-carbamic acid phenyl ester (Intermediate ZB).
Sources & evidence
- ORD record
- ord-2ddf2e013aec4d0c8cb420d92d815245
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08258141B2
Reaction notes
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