Relatedly, a scalable route towards N-Troc and N-trichloracetyl (TCA) protected D-GalN acceptors 17 and 18 was developed starting from commercial D-GalN 11. The free amine was temporarily masked using p-anisaldehyde under basic conditions (Scheme 2). This was followed by global acetylation and subsequent acidic hydrolysis of the aldimine protecting group using HCl in refluxing acetone to afford amine 12 in 78% yield over three steps. This method of temporary amino protection was high yielding, b-selective and chromatography free. It should though be noted that initial large-scale attempts (> 5.0 g) resulted in imine hydrolysis during acetylation, reducing the yields markedly and affording the undesired N-acyl byproduct. To overcome this, rigorous drying under high vacuum for 8 h was necessary, but enabled synthesis of 12 to be reproducibly scaled up to >40.0 g. From amine 12 both N-Troc and N-TCA protected acceptors were synthesised. N-Troc protection of 12 was completed on scales up to 15.0 g in 84% yield. Subsequent protection of the anomeric position with a conjugable aglycon (OAllyl) was completed using allyl alcohol and TMSOTf to afford b-15 in 89% yield and a 19:1 b:a ratio, with the a-anomer separable via column chromatography. Deacetylation of 15 using Na2CO3 in MeOH was followed by 4,6-O-benzylidene acetal protection to deliver acceptor 17 on multigram scale and in 76% yield over two steps. The desired b-anomeric stereochemistry within 17 was confirmed using 1 H NMR and an observed equatorial-axial coupling constant of 8.2 Hz for H1 ( 3 JH1-H2). For the synthesis of N-TCA acceptor 18, a similar series of reactions were completed (Scheme 2), noting however that anomeric allylation of N-TCA derivative 14 was achieved via the glycosyl bromide, using allyl alcohol and indium chloride to selectively synthesize β-16 in 57% yield. The required deacetylation and benzylidene protection steps afforded acceptor 18 in 88% yield over two steps.