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Home/Compounds/Pharmaceutical Intermediate/2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide
C26H43BrO9
579.5 g/mol
Pharmaceutical IntermediateWarning

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate

CAS81058-27-7EC686-241-8
Category
Pharmaceutical Intermediate
Compound Class
Ester
Primary Use
Pharmaceutical Intermediate

This compound is a protected glycosyl bromide, specifically a per-O-pivaloylated alpha-D-glucopyranosyl bromide. It is primarily used as a building block in the synthesis of oligosaccharides, where the pivaloyl groups serve as protecting groups and the bromide acts as a leaving group for glycosylation reactions.

Building block for oligosaccharide synthesisProtected glycosyl donor in carbohydrate chemistry

Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.

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CAS 81058-27-7

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Safety Reference

Harmful
Harmful
Environmental Hazard
Environmental Hazard
Warning
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
H410Very toxic to aquatic life with long lasting effects
Identifiers
IUPAC Name

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate

InChIKey

BSDBCYHGMPHOAL-SFFUCWETSA-N

SMILES

CC(C)(C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)Br)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C

Synonyms (17)
  • Empagliflozin Impurity 35