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CAS 133697-16-2

:

4,6-O-Benzylidene-N-Boc-1,5-imino-D-glucitol

Description:
4,6-O-Benzylidene-N-Boc-1,5-imino-D-glucitol is a chemical compound that belongs to the class of iminosugars, which are sugar derivatives that contain nitrogen. This compound features a benzylidene group, which contributes to its stability and solubility in organic solvents. The N-Boc (tert-butoxycarbonyl) group serves as a protecting group for the amine, enhancing the compound's utility in synthetic chemistry by preventing unwanted reactions. Its structure includes a glucitol backbone, which is a sugar alcohol, providing it with potential biological activity, particularly in the modulation of glycosidase enzymes. This compound may exhibit properties such as inhibition of carbohydrate metabolism, making it of interest in pharmaceutical research, particularly for conditions like diabetes. Additionally, its unique functional groups allow for further derivatization, making it a versatile intermediate in organic synthesis. As with many iminosugars, it may also have implications in the study of glycoproteins and cell signaling pathways.
Formula:C18H25NO6
InChI:InChI=1/C18H25NO6/c1-18(2,3)25-17(22)19-9-13(20)14(21)15-12(19)10-23-16(24-15)11-7-5-4-6-8-11/h4-8,12-16,20-21H,9-10H2,1-3H3/t12?,13?,14-,15-,16?/m1/s1
SMILES:CC(C)(C)OC(=O)N1CC([C@H]([C@H]2C1COC(c1ccccc1)O2)O)O
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