NADPH → HCID 66582462, compound

HRID 1972363Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:17]2[CH:22]=[CH:21][C:20]([C@@:23]([OH:29])([CH3:28])[C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=2)[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:10])=[O:9].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>>[Cl:1][C:2]1[CH:3]=[C:4]([C:17]2[CH:22]=[CH:21][C:20]([C@:23]([OH:29])([CH3:28])[C:24]([F:25])([F:26])[F:27])=[CH:19][CH:18]=2)[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)(=[O:10])=[O:9]

Participants

Reactant 2

HCID 5884NADPH

HCID 66582853HCID 66582853, compound

Product 1

HCID 66582462HCID 66582462, compound

Procedure

(2S)-2-(3′-chloro-4′-(phenylsulfonyl)-4-biphenylyl)-1,1,1-trifluoro-2-propanol. 1H NMR (400 MHz, CD3OD) δ 8.43 (d, J=8.2 Hz, 1H), 8.02-7.81 (m, 4H), 7.79-7.68 (m, 5H), 7.66-7.58 (m, 2H), 1.77 (s, 3H). m/z (ESI, +ve ion) 441.1 (M+H)+. GK-GKRP EC50 (NADPH-coupled)=3.58 μM; GK-GKRP EC50 (LC MS/MS)=4.23 μM.

Sources & evidence

ORD record: ord-af0c76ccb91d46f68b24ec9b9fc358e1
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431563B2

Reaction notes

Loading…