2,3,4,6-Tetra-O-benzyl-D-glucopyranose

CAS: 4132-28-9

Ref. 3D-MT06691

Product Information

• Name: 2,3,4,6-Tetra-O-benzyl-D-glucopyranose
• Synonyms: TetraBn-Glu-OH
• Brand: Biosynth

Description

2,3,4,6-Tetra-O-benzyl-D-glucopyranose is a selectively protected intermediate, where the anomeric 1-O-hydroxyl group is free. This hemiacetal has been used successfully as an intermediate for glucosylation couplings, where it was converted into 2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate using trichloroacetonitrile in the presence of a base such as potassium carbonate and DBU. Importantly, this imidate donor with no neighbouring participating groups is commonly used for the selective formation of α-glucosides. 2,3,4,6-tetra-O-benzyl-D-glucopyranose can also be oxidized to the lactone, or reduced to give the open chain form. Additionally, 2,3,4,6-tetra-O-benzyl-D-glucopyranose can be used for the preparation of glucono-1,5-lactone hydrazine, which was used, in-turn, to form a glucosylidene-spirocyclopropane.

Chemical properties

• Molecular weight: 540.65 g/mol
• Formula: C₃₄H₃₆O₆
• Purity: Min. 97 Area-%
• Color/Form: White Powder