Table 3.
Glycosylation of Fmoc amino acids
| Entry | Fmoc amino acid | Donor | Product | Conversion (%) | |
|---|---|---|---|---|---|
| SnCl4 | BF3·Et2O | ||||
| 1 | Fmoc-Ser-OH
|
β-D-Galactose pentaacetate |
|
73 | 72 |
| 2 | β-D-Glucose-pentaacetate |
|
64 | 61 | |
| 3 | D-Xylose tetraacetate |
|
62 | 64 | |
| 4 | β-D-Lactose octaacetate |
|
49 | 57 | |
| 5 | β-D-Maltose octaacetate |
|
52 | 52 | |
| 6 | Fmoc-Thr-OH
|
β-D-Galactose pentaacetate |
|
54 | 58 |
| 7 | β-D-Glucose- pentaacetate |
|
54 | 49 | |
| 8 | D-Xylose tetraacetate |
|
45 | 62 | |
| 9 | β-D-Lactose octaacetate |
|
45 | 43 | |
| 10 | β-D-Maltose octaacetate |
|
45 | 43 | |
| 11 | Fmoc-Tyr-OH
|
β-D-Galactose pentaacetate |
|
34 | 38 |
| 12 | β-D-Glucose- pentaacetate |
|
33 | 47 | |
| 13 | D-Xylose tetraacetate |
|
35 | 40 | |
| 14 | β-D-Lactose octaacetate |
|
24 | 35 | |
| 15 | β-D-Maltose octaacetate |
|
28 | 31 | |