Tert-Butanesulfinamide → HCID 140656361, compound

HRID 2278376Notes

Reaction equation

HRID 2278376 reaction equation
[Si:1]([O:8][CH2:9][C@@H:10]([NH:18][S:19]([C:22]1[CH:30]=[CH:29][C:25]2[N:26]=[CH:27][S:28][C:24]=2[CH:23]=1)(=[O:21])=[O:20])[C:11]1[S:12][C:13]([CH:16]=O)=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH3:31][C:32]([S:35]([NH2:37])=[O:36])([CH3:34])[CH3:33]>C1COCC1.CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[Si:1]([O:8][CH2:9][C@@H:10]([NH:18][S:19]([C:22]1[CH:30]=[CH:29][C:25]2[N:26]=[CH:27][S:28][C:24]=2[CH:23]=1)(=[O:21])=[O:20])[C:11]1[S:12][C:13](/[CH:16]=[N:37]\[S:35]([C:32]([CH3:34])([CH3:33])[CH3:31])=[O:36])=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 3382465Tert-ButanesulfinamideHCID 131733464HCID 131733464, compound

Product 1

HCID 140656361HCID 140656361, compound

Reagents, catalysts & solvents 2

HCID 11026Titanium isopropoxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-[(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-(5-formylthiophen-2-yl)ethyl]-1,3-benzothiazole-6-sulfonamide (5.0 g, 10.4 mmol) and 2-methylpropane-2-sulfinamide (1.51 g, 12.4 mmol) in THF (69 mL) was added titanium isopropoxide (6.52 mL, 31.1 mmol). The mixture was stirred at room temperature overnight.

Sources & evidence

ORD record
ord-5723ae1c53554a74a1bea73355369f9a
Source dataset
uspto-grants-2015_09
Patent number
US09133157B2

Reaction notes

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