(9H-Fluoren-9-yl)methanamine → N-((1S,2R,3S,4R)-4-[2-Chloro-6-[(9H-fluoren-9-ylmethyl)-amino]-purin-9-yl]-2,3-dihydroxy-cyclopentyl)-propionamide

HRID 1697024Notes

Reaction equation

HRID 1697024 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[N:17]=[C:16]2[C:12]([N:13]=[CH:14][N:15]2[C@@H:18]2[CH2:22][C@H:21]([NH:23][C:24](=[O:27])[CH2:25][CH3:26])[C@@H:20]([OH:28])[C@H:19]2[OH:29])=[C:11]([NH:30][CH2:31][C:32]2[C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[CH:35]=[CH:34][CH:33]=2)[N:10]=1.[CH:42]1[C:54]2C(CN)C3C(=CC=CC=3)C=2C=C[CH:43]=1>>[Cl:8][C:9]1[N:17]=[C:16]2[C:12]([N:13]=[CH:14][N:15]2[C@@H:18]2[CH2:22][C@H:21]([NH:23][C:24](=[O:27])[CH2:25][CH3:26])[C@@H:20]([OH:28])[C@H:19]2[OH:29])=[C:11]([NH:30][CH2:31][CH:32]2[C:54]3[CH:42]=[CH:43][CH:33]=[CH:34][C:35]=3[C:36]3[C:41]2=[CH:40][CH:39]=[CH:38][CH:37]=3)[N:10]=1

Participants

3

Reactant 2

HCID 14555239(9H-Fluoren-9-yl)methanamineHCID 86622652N-((1S,2R,3S,4R)-4-{2-chloro-6-[(naphthalen-1-ylmethyl)-amino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide trifluoroacetate

Product 1

HCID 24898398N-((1S,2R,3S,4R)-4-[2-Chloro-6-[(9H-fluoren-9-ylmethyl)-amino]-purin-9-yl]-2,3-dihydroxy-cyclopentyl)-propionamide

Procedure

This compound is prepared analogously to N-((4S,2R,3S,4R)-4-{2-chloro-6-[(naphthalen-1-ylmethyl)-amino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide trifluoroacetate (Example 50) by replacing 1-napthalenemethylamine with C-(9H-fluoren-9-yl)-methylamine.

Sources & evidence

ORD record
ord-207665f0c8d6496690c3e68706f7dc0f
Source dataset
uspto-grants-2012_04
Patent number
US08163754B2

Reaction notes

Loading…