3-Formylphenylboronic acid → 1,1-dimethylethyl 2,3-dihydro-1H-inden-2-yl[(3'-formyl-4-biphenylyl)-methyl]carbamate
Reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]([CH:17]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18]2)[C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:4][CH:3]=1.[CH:26]([C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[CH:32][CH:33]=1)=[O:27]>>[CH2:25]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][CH:17]1[N:9]([CH2:8][C:5]1[CH:6]=[CH:7][C:2]([C:32]2[CH:31]=[CH:30][CH:29]=[C:28]([CH:26]=[O:27])[CH:33]=2)=[CH:3][CH:4]=1)[C:10](=[O:16])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15]Participants
3
Procedure
The title compound was prepared from 1,1-dimethylethyl [(4-bromophenyl)methyl]2,3-dihydro-1H-inden-2-ylcarbamate (Example V-13) and 3-formylphenylboronic acid according to the procedure described in Example VI-16 Step 1. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.35 (s, 9 H), 3.00 (d, J=8.56 Hz, 4 H), 4.51 (br. s., 2 H), 7.06-7.19 (m, 4 H), 7.34 (d, J=8.03 Hz, 2 H), 7.69 (t, J=7.67 Hz, 1 H), 7.72-7.77 (m, 2 H), 7.86-7.91 (m, 1 H), 8.01-8.06 (m, 1 H), 8.19-8.24 (m, 1 H), 10.10 (s, 1 H).
Sources & evidence
- ORD record
- ord-bdf870a3d07b4775bf33f1577bef4633
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08822518B2
Reaction notes
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