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. 2021 Jun 23;25(7):1573–1578. doi: 10.1021/acs.oprd.0c00536

Table 1. Global Deprotection of GXM Glycan.

entry substrate catalyst supplier pretreatment level of saturation of side products [%] time [days] yield [%]
1 1 20%Pd[OH]2/C Sigma-Aldrich noa 39 5.5 66b*
2 1 10% Pd/C Sigma-Aldrich noa 53 4 57b*
3 1 5% Pd/C Strem Chemicals noa 10 1.5 84b*
4 1 20%Pd[OH]2/C Sigma-Aldrich yesc 0 6 66
5 1 10% Pd/C Sigma-Aldrich yesc 0 5 58
6 1 5% Pd/C Strem Chemicals yesc 0 2 88
7 1 20%Pd[OH]2/C Sigma-Aldrich nod 36 6 67b*
8 1 10% Pd/C Sigma-Aldrich nod 54 4 57b*
9 1 5% Pd/C Strem Chemicals nod 9 2 82b*
a

Untreated catalyst, EtOAc/MeOH/AcOH (4:1:1:1 v/v/v), 10 bar, and rt.

b

Combined yield of desired decasaccharide and saturated side products.

c

Preconditioned catalyst (see protocol), THF/tBuOH/PBS (phosphate-buffered saline) (100 mM pH 4) (60:10:30 v/v/v), 10 bar, and rt.

d

Untreated catalyst, THF/tBuOH/PBS (phosphate-buffered saline) (100 mM pH 4) (60:10:30 v/v/v), 10 bar, and rt. * this yield includes inseparable amounts of cyclohexyl methyl ether side products.