2-Methyl-2-butanol acetate → (S)-ethyl 2-(6-cyano-3-methyl-1(trifluoromethylsulfonyloxy)-naphthalen-2-yl)-2-(tert-pentyloxy)acetate
Reaction equation
[C:1]([O:5][C@@H:6]([C:12]1[C:21]([CH3:22])=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:23]#[N:24])[CH:18]=2)[C:13]=1[O:25][S:26]([C:29]([F:32])([F:31])[F:30])(=[O:28])=[O:27])[C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:4])([CH3:3])[CH3:2].[C:33](OC(CC)(C)C)(=O)C>>[C:23]([C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[C:13]([O:25][S:26]([C:29]([F:32])([F:30])[F:31])(=[O:27])=[O:28])=[C:12]([C@H:6]([O:5][C:1]([CH2:2][CH3:33])([CH3:3])[CH3:4])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:21]([CH3:22])=[CH:20]2)#[N:24]Participants
3
Procedure
(S)-ethyl 2-(6-cyano-3-methyl-1(trifluoromethylsulfonyloxy)-naphthalen-2-yl)-2-(tert-pentyloxy)acetate was prepared in a similar way to (S)-ethyl 2-tert-butoxy-2-(6-cyano-3-methyl-1-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetate in Example 5 except tert-amyl acetate was used instead of tert-butyl acetate. 1H NMR (400 MHz, CDCl3) 8.18 (s, 1H), 8.13 (d, J=8.7 Hz, 1H), 7.73 (s, 1H), 7.71 (d, J=8.9 Hz, 1H), 5.73 (s, 1H), 4.27-4.08 (m, 2H), 2.59 (s, 3H), 1.62-1.43 (m, 2H), 1.20 (s, 3H), 1.17 (t, J=7.2 Hz, 3H), 1.08 (s, 3H), 0.77 (t, J=7.4 Hz, 3H).
Sources & evidence
- ORD record
- ord-1b24e9731cfa406bb6b4a7288fb1a357
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09284323B2
Reaction notes
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