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Tetra acetyl Dapagliflozin

Tetra acetyl Dapagliflozin is a fully acetylated derivative of the antidiabetic parent drug Dapagliflozin, featuring four acetyl groups esterified to its hydroxyl functionalities. The core structure retains the chlorophenyl benzodioxole scaffold and pyranose-like ring system characteristic of the parent compound, with acetyl moieties (CH3CO-) appended to all available hydroxyl positions. This impurity arises during synthetic pathways involving acetylation steps, where excess acetylating agents promote complete esterification. The compound exhibits enhanced lipophilicity relative to Dapagliflozin due to acetyl group bulk, altering its chromatographic behavior. It serves as a critical HPLC reference standard for quantifying acetylation-related impurities in Dapagliflozin API batches.

On Request
Molecular Formula C29H33ClO10
Molecular Weight 577.0000
CAS Number 461432-25-7 โœ“ Verified
PubChem CID 10415783 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Dapagliflozin
Lead Time On Request
IUPAC Name [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]oxan-2-yl]methyl acetate

๐Ÿ“ Synonyms

(2R,3R,4R,5S,6S)-2-(Acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate DTXSID50439487 (2R,3R,4R,5S,6S)-2-(Acetoxymethyl)-6-[4-chloro-3-(4-ethoxybenzyl)phenyl]tetrahydro-2H-pyran-3,4,5-triyl triacetate D-Glucitol, 1,5-anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-, 2,3,4,6-tetraacetate, (1S)- D-Glucitol, 1,5-anhydro-1-C-(4-chloro-3-((4-ethoxyphenyl)methyl)phenyl)-, 2,3,4,6-tetraacetate, (1S)- RefChem:397518 DTXCID70390309 930-010-9 461432-25-7 Dapagliflozin Tetraacetate

๐Ÿ”ฌ Chemical Identifiers

CCOC1=CC=C(C=C1)CC2=C(C=CC(=C2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)Cl
InChI=1S/C29H33ClO10/c1-6-35-23-10-7-20(8-11-23)13-22-14-21(9-12-24(22)30)26-28(38-18(4)33)29(39-19(5)34)27(37-17(3)32)25(40-26)15-36-16(2)31/h7-12,14,25-29H,6,13,15H2,1-5H3/t25-,26+,27-,28+,29+/m1/s1
DKOQYKRDCDCNOR-ZCCUTQAASA-N

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