6 Different Diversification Groups

Product overview:

The sulfinate alkylation reaction described by Prof. Baran is a powerful late stage functionalization tool. Our kit is available in 2 sizes. A small scale kit to screen the chemistry using multiple solvents (HCK1013-01-002) and a production kit (HCK1013-01-001) to conveniently produce in one step 6 different analogues of a lead compoundin mg quantities. Each reaction vial contains sulfinate alkylation reagent (pre-weighed) and a stirring bar to react with your substrate. C-H functionalization will primarily occur on electron-deficient heteroarenes at one or several positions.

HCK1013-01-002

The typical protocol is performed at 0.142 mol/l concentration reaction condition. 2 equivalents of sulfinate reagent are preloaded (10 μmol) and 3 equivalents of TBHP is added. These reaction conditions are not air sensitive.

Recommended solvents are DMSO or CHCl₃ with or without H₂O/TFA (0.1 ml of TFA in 2 ml of water). H₂O/TFA can change the regioselectivity and conversion of the reaction.

Prepare a solution of substrate with 300 μmol of substrate in 2.1 ml selected solvent.

• Add 35 μl of substrate solution to each reagent vial containing the sulfinates. Shake the vial to allow reagents to mix properly.
• If needed add 8 μl of H₂O/TFA in each vial.
• Add 2.1 μl of TBHP in each vial.
• Stir the reaction vials in the reaction block at 50°C for 12-24 hours.
• Remove the vial caps.
• Prepare analytical sample for each reaction condition with 5 μl sample diluted into 200 μl in either DMSO or water/acetonitrile 50/50.

Analyze resulting analytical samples by LC/MS.

Sulfinate Alkylation Solvent Effect
Substrate: Hydroquinine