A Multikilogram-Scale Synthesis of (R)-Methyl 2-[(1r, 4R)-4-(tert-Butoxycarbonylamino) cyclohexyl]-2-(2-nitrophenylsulfonamido) acetate-A Doubly Protected Building …
Abstract A robust and scalable synthesis of (R)-methyl 2-[(1r, 4R)-4-(tert- butoxycarbonylamino) cyclohexyl]-2-(2-nitrophenylsulfonamido) acetate is reported. This serves as a scaffold for the preparation of trans-substituted aminocyclohexanes. The key synthetic step is the reduction of d-4-hydroxyphenylglycine, or a protected equivalent, to achieve the required regiochemistry across the cyclohexyl ring.