NADPH → HCID 66582885, compound

HRID 1972382Notes

Reaction equation

[F:1][C:2]([F:28])([F:27])[C@@:3]([C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([S:18]([C:21]3[O:22][CH:23]=[CH:24][CH:25]=3)(=[O:20])=[O:19])[CH2:14][C@@H:13]2[CH3:26])=[CH:8][CH:7]=1)([OH:5])[CH3:4].C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5C=C(C(N)=O)CC=C5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O)C=2N=1>>[F:28][C:2]([F:1])([F:27])[C@:3]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[CH2:17][CH2:16][N:15]([S:18]([C:21]3[O:22][CH:23]=[CH:24][CH:25]=3)(=[O:19])=[O:20])[CH2:14][C@@H:13]2[CH3:26])=[CH:10][CH:11]=1)([OH:5])[CH3:4]

Participants

Reactant 2

HCID 5884NADPH

HCID 70655550HCID 70655550, compound

Product 1

HCID 66582885HCID 66582885, compound

Procedure

(2R)-1,1,1-trifluoro-2-(4-((2S)-4-(2-furanylsulfonyl)-2-methyl-1-piperazinyl)phenyl)-2-propanol. 1H NMR (400 MHz, CD3OD) δ 8.14 (s, 1H), 7.74-7.71 (m, 1H), 7.46 (d, J=8.9 Hz, 2H), 6.94 (d, J=8.9 Hz, 2H), 6.74-6.72 (m, 1H), 4.08-4.01 (m, 1H), 3.64-3.57 (m, 1H), 3.42-3.33 (m, 2H), 3.24-3.15 (m, 1H), 2.93-2.87 (m, 1H), 2.77-2.69 (m, 1H), 1.68 (ms, 3H), 1.08 (d, J=9.0 Hz, 3H). m/z (ESI, +ve ion) 419.1 (M+H)+. GK-GKRP EC50 (NADPH-coupled)=3.12 μM; GK-GKRP EC50 (LC MS/MS)=50 μM.

Sources & evidence

ORD record: ord-d772765e14ec4e23863fb32fe83b35bc
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431563B2

Reaction notes

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