Baran Alkylation kit Sulfinate Alkylation Screen Kit (HCK1013-01-002)

Baran Alkylation kit

Sulfinate Alkylation Screen Kit (HCK1013-01-002)

 6 Different Diversification Groups

baran_late_stage

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 compound in 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.

  1. Add 35 µl of substrate solution to each reagent vial containing the sulfinates. Shake the vial to allow reagents to mix properly.
  2. If needed add 8 µl of H2O/TFA in each vial.
  3. Add 2.1 µl of TBHP in each vial.
  4. Stir the reaction vials in the reaction block at 50°C for 12-24 hours.
  5. Remove the vial caps.
  6. 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

 

hydroquinine

Substrate: Hydroquinine
DFES-solvent

 TFES-solvent

 

 DFMS-solvent

 

TFMS-solvent IPS-solvent

 

 

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