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Biotage® MP-Carbonate

Powerful Acid Scavenger, and Neutralise TFA or HCl Salts

mp-carbonate

Biotage® MP-Carbonate is a powerful supported base for reaction quenching, neutralizing amine hydrochlorides or trifluoroacetic acid salts and scavenging of a variety of acidic molecules such as carboxylic acids or acidic phenols.

CONSUMABLES

Part No. Description Product type Pack Size Price
800267 Biotage® MP-Carbonate, 10 g Consumables 1 Log in for price
800268 Biotage® MP-Carbonate, 25 g Consumables 1 Log in for price
800269 Biotage® MP-Carbonate, 100 g Consumables 1 Log in for price
800314 Biotage® MP-Carbonate, 1 kg Consumables 1 Log in for price
800493 Biotage® MP-Carbonate, 3 g Consumables 1 Log in for price

Committed to preserving our shared environment – further details available on request.

Can be used in processes in compliance with cGMP standards.

Manufacture of consumables is accredited by the world renowned British Standards Institute.

Flexible supply chains, back up manufacturing and warehousing ensures supply risk reduction

Can be used in processes in compliance with GLP standards.

Products which are scaleable from lab or development to process scale.

Long to indefinite product shelf life, reduced process risk.

Supports pharma guidelines for reducing elemental impurities in APIs.

Further extractable information provided on request.

Raw materials certified free of materials of human or animal origin.

Chemical substances used in our manufacturing process do not require registration.

Able to withstand mechanical stirring and heating under normal reaction conditions.

Download the product note.

 

Background

Biotage® MP-Carbonate is a macroporous polystyrene anion exchange resin that is a solid-supported equivalent of tetra-alkylammonium carbonate. MP-Carbonate may be used as a general base to quench reactions, neutralize amine hydrochlorides, or to scavenge a variety of acidic molecules such as carboxylic acids or acidic phenols. Removal of excess carboxylic acids or acidic phenols (e.g. phenol or nitrophenol), from solution generally requires 3–4 equivalents of MP-Carbonate. Removal of excess hindered phenol requires larger amounts of resin, typically up to 5-fold excess of MP-Carbonate. Complete removal takes from 30 min to 2 h. Upon completion of the scavenging, the resin is rinsed 3 x with a suitable solvent, (e.g. DCM, THF, or EtOH). Representative acid and phenol scavenging examples are shown below.

 

Substrates

MP-Carbonate (equivalents)

Time (h)

% Scavenged

Benzoic acid

3

1

100

Hexanoic acid

4

1

100

Bromobenzoic acid

3

1

100

Phenol

4

1

100

Nitrophenol

2

1

100

2-Allylphenol

6

1

93

2,6-Dimethylphenol

7

1

80

 

MP-Carbonate is also very useful for neutralizing trialkylammonium salts (e.g. hydrochlorides and trifluoroacetates), to generate the free base. Applications include neutralizing reactants, products and ammonium salts of volatile amines (e.g. DIEA or TEA), produced in a chemical transformation. The latter case allows for neutralization and amine removal in the concentration step, circumventing an aqueous workup. In cases where the ammonium salt is insoluble, a catalytic amount of DIEA (0.05–0.1 equivalent) can be added as a soluble transfer base.

Representative Procedures

Neutralization of Amine Hydrochloride Salt

Ephedrine hydrochloride salt (1 equiv.) was converted to the free amine with MP-Carbonate (4 equiv.) in DCM or methanol for one hour. Since ephedrine hydrochloride is not soluble in DCM, a catalytic amount of DIEA (0.05 equivalent) was added as a transfer base and was removed during sample concentration. The resin was removed by filtration and washed twice with DCM. The filtrate was concentrated to give ephedrine in 100% yield (MeOH) and 82% yield (DCM) (NMR purity: 100%).