ABC00175CG

N-(2,2,Dimethyl-1-oxopropyl)-Amoxicillin(CRUDE)

N-(2,2-Dimethyl-1-oxopropyl)-Amoxicillin (CRUDE) is a structurally modified amoxicillin derivative featuring a 2,2-dimethyl-1-oxopropyl substituent at the amino group of the parent ฮฒ-lactam core. This impurity arises from a side-chain modification involving ketone (1-oxopropyl) and tertiary carbon (2,2-dimethyl) functionalities, disrupting the native side-chain hydroxyl group of amoxicillin. The compound retains the ฮฒ-lactam and thiazole rings but exhibits altered hydrophobicity due to the branched oxoalkyl substitution. It functions as a synthetic byproduct in amoxicillin manufacturing processes employing ketonic precursors.

On Request
Molecular Formula C21H27N3O6S
Molecular Weight 449.5000
CAS Number 1313237-94-3 โœ“ Verified
PubChem CID 131667699 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Amoxicillin
Lead Time On Request
IUPAC Name (2S,5R,6R)-6-[[(2R)-2-(2,2-dimethylpropanoylamino)-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

๐Ÿ“ Synonyms

1313237-94-3 (2S,5R,6R)-6-[[(2R)-2-(2,2-dimethylpropanoylamino)-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6-((R)-2-(4-hydroxyphenyl)-2-pivalamidoacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Amoxicillin Impurity 7 (2S,5R,6R)-6-[[(2R)-2-[(2,2-Dimethyl-1-oxopropyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

๐Ÿ”ฌ Chemical Identifiers

CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)NC(=O)C(C)(C)C)C(=O)O)C
InChI=1S/C21H27N3O6S/c1-20(2,3)19(30)23-12(10-6-8-11(25)9-7-10)15(26)22-13-16(27)24-14(18(28)29)21(4,5)31-17(13)24/h6-9,12-14,17,25H,1-5H3,(H,22,26)(H,23,30)(H,28,29)/t12-,13-,14+,17-/m1/s1
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