HepatoChem has developed several kits for lead diversification for the C-H functionalization. This chemistry offers many possible transformations including hydroxylation, acetoxylation, methoxylation, and halogenation among others. This chemistry can be sometimes difficult.
The HepatoChem kits is offering you a rapid, practical and cost-effective solution for analogues obtaining. They enable the parallel screening of a selected set of catalytic conditions focusing on generating diversity with an approach totally orthogonal and complementary to conventional synthetic methods.
HepatoChem proposes different kits:
- Alkoxylation and Acetoxylation kits
- Fluorination kit
- Biomimetic Oxidation kit
- Sulfinate Alkylation reagent kit
- Photocatalytic alkylation diversification kit
Alkoxylation and Acetoxylation Kits
Diversity Kit : 4 different functionalizations
C-H Alkoxylation is one of the most C-H functionalization described in literature. HepatoChem kit is designed to enable conveniently the screen of both Alkoxylation and Acetoxylation reaction conditions. It uses PdOAc2 as catalyst with several oxidants and additives.
Kit HCK1007-01-001 (article 9H4350)
Substrate solution is prepared in DMF (to facilitate the screening of solvents) and added to all four for solvents. Screen the four solvents (methanol, ethanol, isopropanol and acetic acid) with three reaction conditions (different salts). 10mol% Pd(OAc)2, 1 equiv PhI(OAc)2.
Salt Effect on C-H functionalization
Optimisation Kit: 5 differents salts
It has been reported that salt can influence C-H functionalization. HepatoChem kit is designed to enable the screen of several salts simultaneously. This kit contains 5 different salts CuOAC2, Ag2CO3, K2CO3, Cs2CO3, MgSO4.
Kit HCK1007-01-002 (article 9H4360)
Screen 1 solvent with 12 reaction conditions. 10 mol% PdOAc2, 1 or 2 equivalents of PhIOAc2 with 5 differents salts. Prepare one solution in solvent or mixture in DMF if solubility issues.
Fluorination is one of the most interesting C-H functionalization described in literature. HepatoChem kit is designed to screen fluorination reaction conditions using PdOAc2 as catalyst in presence of common fluorine sources : Silver Fluoride AgF, 1-fluoro-2,4,6-trimethyl-pyridinium triflate (TMPyF), SelectFluor®, N-fluorobenzenesulfonimide (NFSI) and Bis(tert-butylcarbonyloxy iodobenzene (PhIOPiv).
Kit HCK1008-01-001 (article APQ9X0)
This kit includes 2 sets of reagents ; catalyst and oxidant are mixed in the same vial
12 conditions with AgF, TMPyF, Selectfluor and NFSI
Biomimetic Oxidation Kits
HepatoChem has developed a revolutionary way to screen, optimize, and produce metabolites directly from drug candidates. The BMO kit exploits an optimized panel of catalytic chemical reaction conditions with organometallic catalysts. This tool enables to mimic the suite of cytochrome P450 enzymes (CYP) present in human hepatocytes.
HepatoChem BMO kits enable, in three simple steps, synthesis of metabolites directly from the parent drug.
Perform the primary screen, select the desired metabolites wells. Then order the corresponding optimization kit.
The complete kit contains all solvents and reagents for 2×25 screening reaction conditions (2 plates included).
BMO Optimization kit : HCK1001-02-XXX (article 9H4050)
Perform the optimization kit, identify the best production conditions and then order the corresponding production kit.
The complete kit contains solvents and reagents for the optimization of selected screening reaction conditions (1 plate included).
BMO Production kits : HCK1001-03-XXX-02 (article 9H4060)
and HCK1001-03-XXX-10 (article 9H4070)
You can scale-up and produce your metabolite
The complete kit includes all solvents and reagents for your metabolite at 12.5µmol scale or more.
Sulfinate Alkylation Reagent Kit
The sulfinate alkylation reaction described by Prof. Baran is a powerful late stage functionalization tool. HepatoChem kit enables to produce analogues of the lead compound in mg quantities using 6 different alkylation reagents. Each vials contains 100µmol of sulfinate alkylation reagent and a stirring bar to react with 50µmol of substrate. The C-H functionalization will mainly occur on electron-deficient heteroarenes at one or several positions.
Kit HCK1013-01-001 (article AYHDQ0)
kit content: 2 reaction vials of each reagents (100µmol), 12 reaction vials total
Photocatalytic Alkylation Diversification Kit
A photoredox kit is also available for the C-H functionalization
The trifluoroborate alkylation reaction (Minisci reaction) described by Prof. Molander is a powerful late stage functionalization tool. HepatoChem kit enables to produce in one step 8 different analogues of a lead compound in mg quantities. C-H functionalization will mainly occur on electron-deficient heteroarenes at one or several positions.
Kit HCK1016-01-001 (article AYQRA0)
Kit contents (HCK1016-01-001) : 2 reaction vials of each BF3K reagents (75µmol) and K2S2O8 (100µmol), 2 vials of photocatalysts and 2 vials of TFA, 16 reaction vials total