CAS 33125-05-2: boc-D-alpha-phenylglycine

M03222 - Boc-D-Phg-OH

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Boc-D-α-Phenylglycine

It is a reagent of choice for assignment of absolute configuration of chiral primary amines by 1H NMR, giving better results than Mosher's acid ((R)-(+)-Methoxy-(trifluoromethyl)­phenyl­acetic acid. αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is D-(+)-2-Phenylglycine with Boc protecting group. (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is used as part of a catalyst combination to catalyze regioselective [4 + 2] cycloadditions of β-substituted cyclic enones and polyconjugated malononitriles. It can also be used to catalyze stereoselective preparation of polyfunctional nitrocyclohexene carboxaldehydes. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

N-Boc-D-phenylglycine is an organic compound that is used in the asymmetric synthesis of pyrazoles. It has been shown to react with ketones to form β-unsaturated ketones in a reaction mechanism that involves the formation of an imine intermediate. N-Boc-D-phenylglycine can be synthesized by reacting phenylacetic acid with D,L-alanyl chloride followed by hydrolysis and reaction with ammonia. The compound can also be made from pyrazole and Boc anhydride. N-Boc-D-phenylglycine is soluble in organic solvents such as chloroform and THF but not water, making it useful for organic synthesis under solvent conditions. It is orally bioavailable and can be administered to humans without any toxic effects.