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CAS 122194-05-2

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6-Azido-1,6-dideoxy-3,4-O-(1-methylethylidene)-D-tagatose

Description:
6-Azido-1,6-dideoxy-3,4-O-(1-methylethylidene)-D-tagatose is a specialized chemical compound characterized by the presence of an azido group (-N3) and a dideoxy sugar structure. This compound features a unique configuration that includes a methylethylidene protecting group on the hydroxyl functionalities at the 3 and 4 positions, which enhances its stability and reactivity in synthetic applications. The azido group is notable for its utility in click chemistry, allowing for further functionalization and conjugation reactions. The presence of the dideoxy structure indicates that it lacks hydroxyl groups at the 1 and 6 positions, which can influence its biological activity and solubility. This compound is of interest in the fields of medicinal chemistry and carbohydrate chemistry, particularly for the development of glycosylation reactions and the synthesis of glycosylated compounds. Its specific reactivity and properties make it a valuable intermediate in the synthesis of more complex molecules.
Formula:C9H15N3O4
InChI:InChI=1S/C9H15N3O4/c1-5(13)7-8(6(14)4-11-12-10)16-9(2,3)15-7/h6-8,14H,4H2,1-3H3/t6-,7-,8+/m1/s1
InChI key:InChIKey=VOUJLSUSXZNTIY-PRJMDXOYSA-N
SMILES:[C@H](CN=[N+]=[N-])(O)[C@]1([C@@H](C(C)=O)OC(C)(C)O1)[H]
Synonyms:
  • 6-Azido-1,6-dideoxy-3,4-O-(1-methylethylidene)-D-tagatose
  • D-Tagatose, 6-azido-1,6-dideoxy-3,4-O-(1-methylethylidene)-
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