《Synthesis and reduction of α-amino ketones derived from leucine》 was published in Journal of the Chemical Society in 1986. These research results belong to Dufour, Marie Noelle; Jouin, Patrick; Poncet, Joel; Pantaloni, Antoine; Castro, Bertrand. Category: amides-buliding-blocks The article mentions the following:
New α-amino ketones Me2CHCH2CH(NHCO2R1)COR2 (R1 = CMe3, CH2Ph; R2 = CH2CH2CHMe2, CH2OCHMe2, etc.) derived from leucine have been synthesized by reaction of organometallics with a protected N-methoxy-N-methylamide. The ketones were reduced to the resp. α-amino alcs., and the latter were converted to 2-oxazolidinones. In addition to this study using (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide, there are many other studies that have used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Category: amides-buliding-blocks) was used in this study.
(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Category: amides-buliding-blocks The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics