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CAS 132867-78-8

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α-L-Glucopyranose, 4,6-dideoxy-4-iodo-, tribenzoate

Description:
α-L-Glucopyranose, 4,6-dideoxy-4-iodo-, tribenzoate is a chemical compound characterized by its structural modifications of the glucopyranose sugar unit. This compound features a 4-iodo substitution at the anomeric carbon, along with two benzoate ester groups at the hydroxyl positions, which significantly influence its solubility and reactivity. The presence of iodine introduces unique properties, such as potential applications in radiolabeling or as a precursor in organic synthesis. The tribenzoate moiety enhances lipophilicity, making the compound more suitable for various biological applications, including drug delivery systems. Additionally, the stereochemistry of the α-anomer indicates that the hydroxyl group at the anomeric carbon is oriented in a specific spatial arrangement, which can affect the compound's interactions with biological macromolecules. Overall, this compound's unique structural features contribute to its potential utility in medicinal chemistry and biochemistry, particularly in the development of glycosylated compounds or as a tool in carbohydrate research.
Formula:C27H23IO7
InChI:InChI=1S/C27H23IO7/c1-17-21(28)22(33-24(29)18-11-5-2-6-12-18)23(34-25(30)19-13-7-3-8-14-19)27(32-17)35-26(31)20-15-9-4-10-16-20/h2-17,21-23,27H,1H3/t17-,21-,22+,23-,27-/m0/s1
InChI key:InChIKey=UVBWMMOQMFEMPI-NUDJJOPXSA-N
SMILES:O(C(=O)C1=CC=CC=C1)[C@H]2[C@H](OC(=O)C3=CC=CC=C3)[C@@H](I)[C@H](C)O[C@H]2OC(=O)C4=CC=CC=C4
Synonyms:
  • α-L-Glucopyranose, 4,6-dideoxy-4-iodo-, tribenzoate
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