2-Methanesulfonylbenzene-1-sulfonyl chloride → 1-({[(Tert-butoxy)carbonyl]({[(1,3-diethoxypropan-2-yl)oxy]carbonyl}oxy)-amino}sulfonyl)-2-methanesulfonylbenzene
Reaction equation
[C:1]([O:5][C:6]([NH:8][O:9][C:10]([O:12][CH:13]([CH2:18][O:19][CH2:20][CH3:21])[CH2:14][O:15][CH2:16][CH3:17])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:22][S:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[S:32](Cl)(=[O:34])=[O:33])(=[O:25])=[O:24]>>[C:1]([O:5][C:6]([N:8]([O:9][C:10]([O:12][CH:13]([CH2:14][O:15][CH2:16][CH3:17])[CH2:18][O:19][CH2:20][CH3:21])=[O:11])[S:32]([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[S:23]([CH3:22])(=[O:25])=[O:24])(=[O:34])=[O:33])=[O:7])([CH3:3])([CH3:2])[CH3:4]Participants
3
Procedure
1-({[(tert-Butoxy)carbonyl]({[(1,3-diethoxypropan-2-yl)oxy]carbonyl}oxy)-amino}sulfonyl)-2-methanesulfonylbenzene (102) is prepared from 2-{[({[(tert-butoxy)carbonyl]amino}oxy)carbonyl]oxy}-1,3-diethoxypropane and 2-methylsulfonyl benzene sulfonyl chloride according to Scheme 11. (2.3 g, 47%), 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 8.39 (2H, ddd, 12.2, 7.5, 1.5 Hz), 7.84 (2H, m), 5.06 (1H, quin, 5.1 Hz), 3.68 (4H, t, 4.9 Hz), 3.48-3.61 (4H, m), 1.43 (9H, s), 1.27 (3H, t, 7.2 Hz), 1.19 (3H, t, 6.9 Hz).
Sources & evidence
- ORD record
- ord-8a25622818f242cf81d6fe8379e7ef4e
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09018411B2
Reaction notes
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