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CAS 99049-65-7

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1-O-T-butyldimethylsilyl 2-azido-2-deoxy-B-D-gluc

Description:
1-O-T-butyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranose, commonly referred to by its CAS number 99049-65-7, is a modified sugar derivative that features a silyl protecting group and an azido functional group. This compound is characterized by its stability under standard laboratory conditions, making it suitable for various synthetic applications in organic chemistry. The presence of the azido group introduces a versatile functional handle for further chemical transformations, such as click chemistry or reduction to amines. The T-butyldimethylsilyl (TBDMS) group serves as a protective moiety, enhancing the compound's solubility and reactivity profile while preventing unwanted reactions at the hydroxyl groups during synthetic procedures. This compound is typically utilized in carbohydrate chemistry and bioconjugation studies, where the manipulation of sugar moieties is essential. Its unique structural features allow for selective reactions, making it a valuable intermediate in the synthesis of more complex carbohydrate-based molecules.
Formula:C18H31N3O8Si
InChI:InChI=1/C18H31N3O8Si/c1-10(22)25-9-13-15(26-11(2)23)16(27-12(3)24)14(20-21-19)17(28-13)29-30(7,8)18(4,5)6/h13-17H,9H2,1-8H3/t13-,14-,15-,16-,17+/m1/s1
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