Fig. 5: Protecting group deprotection and late-stage selective O-sulfation for Type B compounds. | Nature Communications

Fig. 5: Protecting group deprotection and late-stage selective O-sulfation for Type B compounds.

From: Comprehensive synthesis and anticoagulant evaluation of a diverse fucoidan library

Fig. 5: Protecting group deprotection and late-stage selective O-sulfation for Type B compounds.

Conditions for deprotection of PMB group: TfOH/DCM = 1:10; conditions for deprotection of Bz group: KOH, THF/MeOH = 3:1; or 3 M NaOH; or NaOCH3, MeOH; conditions for deprotection of Bn group: 0.4 MPa H2, Pd(OH)2/C, ethyl acetate/MeOH=1:1 or ethyl acetate/MeOH = 1:1.5 or H2O/MeOH = 1:1; conditions for O-sulfation: SO3-NMe3, DMF; or SO3-pyridine, DMF; Bz, benzoyl; Bn, benzyl; PMB, p-methoxybenzyl.

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