We started out with the preparation of literature known compound 3 (previously prepared from different starting materials) in two steps from commercially available N-acetyl-ᴅmannosamine by Fischer glycosylation and benzylidenation. Benzylation at C(3)-O was then mediated by a mixture of benzyl bromide, barium oxide, and barium hydroxide octahydrate which delivered the fully protected carbohydrate 4 in 92% yield (Scheme 2). Subsequent hydrolysis of the benzylidene acetal in a mixture of acetic acid and water proceeded smoothly to provide the diol 5 in 93% yield. The sequence from methyl 2acetamido-2-deoxy-ᴅ-mannopyranoside to 4,6-diol 5 was also carried out in one run with a single chromatographic purification to afford 9.4 g (3 steps, 61%) of the desired diol 5. With compound 5 in hand, regioselective iodination of the primary alcohol was achieved under Garegg-Samuelsson conditions to deliver primary iodide 6 which was acylated with isobutyryl chloride to afford the iodo-ester 7 (2 steps, 64%). Preliminary experiments to perform an elimination of the iodo group using sodium hydride resulted in poor yields of exo-methylene bearing pyranoside 2 (data not shown). The reaction yield and reproducibility was markedly improved by using silver(I) fluoride in pyridine to deliver olefin 2 in 69% yield (crystallographic data in SI). Formal hydromethylation of olefin 2 was attempted to provide a more step efficient approach to the target compound but only trace amounts of the reaction product could be obtained. proceeded slowly (see figure ). A light-mediated debenzylation process using Nbromosuccinimide was found to be an improved alternative, offering suitable functional group compatibility to provide the desired product 9 in 77% yield after 20 min of reaction time. Hydrogenolytic cleavage of the cyclopropane moiety with Adams' catalyst in acetic acid proceeded with high selectivity towards the presumably sterically more accessible site to provide the targeted 2-amino noviose derivative 1 in 88% with a purity of 84.2% (qNMR, SD = 2.1%, n=3, see SI for details) and could be further purified by preparative HPLC if required. In conclusion, the present approach represents the first synthesis of a ᴅ-noviosamine derivative. Furthermore, we describe access to the noviose C-skeleton by employing a hydrogenolytic cyclopropane opening. The outlined sequence provides the target compound 1 in 10 linear steps starting from commercially available N-acetyl-ᴅ-mannosamine with an overall yield of approx. 10%. The synthesis could represent a generally applicable method to synthesize 2-amino-noviose derivatives with various substitution patterns. A disadvantage of the route is the use of a photochemical method to effect debenzylation, which has only been demonstrated on a small scale (0.5 mmol). Potential difficulty in scale-up could potentially be remediated by conducting the respective step in a flow set-up or utilizing the slow hydrogenolytic debenzylation with palladium on activated charcoal. The outlined sequence to access sugar 1 provides a valuable framework for the synthesis of 2-amino noviose derivatives of both, L-and D-noviose. These 2-amino noviose moieties have significant potential for use in the synthesis of glycoside antibiotics, offering a promising avenue to develop compounds with modified PK/PD profiles.