Product Details

2-[(2S)-2-Oxiranylmethyl]-1H-isoindole-1,3(2H)-dione (CAS 161596-47-0) is a chiral N-(2S)-glycidyl phthalimide of the N-allylic epoxide phthalimide chemical class. This enantiopure epoxide-phthalimide compound is a versatile chiral synthetic building block (Gabriel synthesis derivative) used in pharmaceutical synthesis. The phthalimido-protected primary amine (produced subsequent to epoxide ring-opening with a nucleophile and subsequent phthalimide deprotection utilizing hydrazine or methylamine) yields chiral amino-alcohol scaffolds employed in various active pharmaceutical ingredients (APIs). Reactive oxirane ring systems allow for regioselective ring-opening with nitrogen, sulfur, or oxygen nucleophiles to create a wide range of pharmaceutical motifs, such as aminoalcohols in antiretroviral drugs and receptor antagonists. Because of the strained, reactive epoxide ring, this compound has the potential to be an ICH M7 genotoxic structural alert, which means that downstream APIs need to be very careful about the risks of impurities. 

ApiSyn offers (2S)-2-[(2-Oxiranylmethyl)]-1H-isoindole-1,3(2H)-dione (CAS 161596-47-0) as a chiral building block and enantiopure pharmaceutical synthetic intermediate for process development.