Tert-Butanesulfinamide → HCID 140656365, compound

HRID 2278358Notes

Reaction equation

HRID 2278358 reaction equation
[Si:1]([O:8][CH2:9][CH:10]([N:18]([CH2:28][CH2:29][CH:30]([CH3:32])[CH3:31])[S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])[C:11]1[S:12][CH:13]=[C:14]([CH:16]=O)[CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH3:33][C:34]([S:37]([NH2:39])=[O:38])([CH3:36])[CH3:35]>C1COCC1.[Cl-].[Na+].O.[O-]CC.[Ti+4].[O-]CC.[O-]CC.[O-]CC>[Si:1]([O:8][CH2:9][CH:10]([N:18]([CH2:28][CH2:29][CH:30]([CH3:32])[CH3:31])[S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:20])=[O:21])[C:11]1[S:12][CH:13]=[C:14](/[CH:16]=[N:39]/[S:37]([C:34]([CH3:36])([CH3:35])[CH3:33])=[O:38])[CH:15]=1)([C:4]([CH3:6])([CH3:5])[CH3:7])([CH3:2])[CH3:3]

Participants

6

Reactant 2

HCID 3382465Tert-ButanesulfinamideHCID 89525690HCID 89525690, compound

Product 1

HCID 140656365HCID 140656365, compound

Reagents, catalysts & solvents 3

HCID 76524Titanium tetraethoxideCatalystHCID 8028TetrahydrofuranSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

N-[2-{[tert-butyl(dimethyl)silyl]oxy}-1-(4-formylthiophen-2-yl)ethyl]-N-(3-methylbutyl)benzenesulfonamide (125 mg, 0.252 mmol) was dissolved in 0.84 mL THF. Titanium(IV) ethoxide (106 μl, 0.504 mmol) and 2-methylpropane-2-sulfinamide (36.7 mg, 0.303 mmol) were added. The mixture was stirred at room temperature overnight. The reaction mixture was then poured into an equal volume of brine and filtered thru Celite and then washed with EtOAc.

Workup

  1. filtrationfiltered
  2. washwashed with EtOAc

Sources & evidence

ORD record
ord-a6a822ad0a4c40f682755f64bdf69d73
Source dataset
uspto-grants-2015_09
Patent number
US09133157B2

Reaction notes

Loading…