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Biotage® MP-Borohydride

All-purpose Borohydride Based Reducing Agent, no Aqueous Work-up Required

MP-Borohydride

Biotage® MP-Borohydride is a versatile reducing agent used for the reduction of carbonyl compounds and imines, and the reductive amination of aldehydes and ketones.

CONSUMABLES

Part No. Description Product type Pack Size Price
800401 MP-Borohydride, 10 g Consumables 1 Log in for price
800402 MP-Borohydride, 25 g Consumables 1 Log in for price
800403 MP-Borohydride, 100 g Consumables 1 Log in for price
800404 MP-Borohydride, 1 kg Consumables 1 Log in for price
800512 MP-Borohydride, 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-Borohydride is a macroporous, solid-supported borohydride that is a solid-supported equivalent of tetraalkylammonium borohydride. The bound borohydride is a versatile reducing agent used for the reduction of carbonyl compounds and imines, and the reductive amination of aldehydes and ketones. The resin, in conjunction with some transition metal salts, can also be used for a number of other important reductive applications,4,5,6 such as reduction of oximes, azides, and alkyl halides.

The reduced products are isolated by simple filtration from the resin. MP-BH4 may be handled under bench conditions, and dispensed using standard laboratory equipment (spatulas, Argoscoops). Reactions may be run using microwave or traditional heating technologies and these can be agitated mechanically (overhead stirring, shaker, blood rotatory wheel) or by gently magnetic stirring.

In addition to crystallization and flash chromatography, reductive amination products can be purified by catch-and release of the amines with MP-TsOH. In the case of reductive amination using an excess of primary amine, PS-Benzaldehyde can be used to scavenge the excess starting primary amine from the product secondary amine. MP-BH4 and transition metal auxiliaries can be used in reductive applications such as reduction of oximes, azides, and alkyl halides.

With titanium isopropoxide, it can be used in reductive amination under neutral conditions. This facilitates reaction with more difficult substrates (enolizable carbonyls, acetophenones, sterically hindered substrates or acid sensitive groups).

Representative Procedures

Reduction of Aldehydes

A mixture of benzaldehyde (0.1 g, 1.0 mmol) and MP-Borohydride (2.6 mmol/g, 0.2 g, 0.5 mmol) in MeOH (5 mL) was stirred at room temperature for 3 h. The resin was filtered and the resin washed with DCM (2 x 3 mL). The combined solution was concentrated to afford benzyl alcohol in 89% yield and 98% GC purity.

Reduction of Ketones

A mixture of cyclohexanone (0.1 g, 1.0 mmol) and MP-Borohydride (2.6 mmol/g, 0.3 g, 0.78 mmol) in absolute MeOH (5 mL) was stirred at room temperature for 8 h. The resin was filtered and washed with DCM (2 x 3 mL). The combined solution was concentrated to afford cyclohexanol in 85% yield and 96% GC purity. For further information please see product note PPS390.