Description

1,1-Dimethylethyl N-[(1R)-1-(methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamate (CAS: 880468-89-3) is a high-purity chemical compound with the molecular formula C₁₆H₂₄N₂O₄. This specialized carbamate derivative is widely recognized in pharmaceutical research as Lacosamide Impurity A, a critical reference standard for quality control and analytical testing. The compound features a stereospecific (R)-configuration and contains a tert-butoxycarbonyl (Boc) protecting group, making it valuable for peptide synthesis and medicinal chemistry applications. With a molecular weight of 308.37 g/mol, this product is supplied as a white to off-white crystalline powder, rigorously characterized by HPLC, NMR, and MS to ensure ≥95% purity. Researchers utilize this compound for method development, impurity profiling, and stability studies in the production of antiepileptic drugs. Proper storage at 2-8°C in a tightly sealed container under inert atmosphere is recommended to maintain stability.

Properties

• CAS Number: 880468-89-3
• Complexity: 360
• IUPAC Name: tert-butyl N-[(1R)-2-(benzylamino)-1-(methoxymethyl)-2-oxo-ethyl]carbamate
• InChI: InChI=1S/C16H24N2O4/c1-16(2,3)22-15(20)18-13(11-21-4)14(19)17-10-12-8-6-5-7-9-12/h5-9,13H,10-11H2,1-4H3,(H,17,19)(H,18,20)/t13-/m1/s1
• InChI Key: ZEWWJSJMNBJIKR-CYBMUJFWSA-N
• Exact Mass: 308.17360725
• Molecular Formula: C16H24N2O4
• Molecular Weight: 308.37
• SMILES: CC(C)(C)OC(=O)N[C@H](COC)C(=O)NCC1=CC=CC=C1
• Topological: 76.7
• Monoisotopic Mass: 308.17360725
• Synonyms: 880468-89-3, 1,1-Dimethylethyl N-[(1R)-1-(methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamate, 1,1-Dimethylethyl N-((1R)-1-(methoxymethyl)-2-oxo-2-((phenylmethyl)amino)ethyl)carbamate, (R)-TERT-BUTYL 1-(BENZYLAMINO)-3-METHOXY-1-OXOPROPAN-2-YLCARBAMATE, Lacosamide Impurity A, (R)-tert-Butyl1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate, tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate, tert-butyl N-[(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate, MFCD16620517, SCHEMBL43571, DTXSID40673136, ZEWWJSJMNBJIKR-CYBMUJFWSA-N, 63L83N3NR9, CX1019, AKOS016000250, TERT-BUTYL N-[(1R)-1-(BENZYLCARBAMOYL)-2-METHOXYETHYL]CARBAMATE, DS-0941, AC-25781, Carbamic acid, N-[(1R)-1-(methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]-, 1,1-dimethylethyl ester, CS-0006747, (R)-N-Benzyl-2-(tert-butoxycarbonylamino)-3-methoxypropionamide, tert-Butyl (1R)-2-(benzylamino)-1-(methoxymethyl)-2-oxoethylcarbamate, tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate, (R)-

This compound serves as a crucial analytical reference standard for the identification and quantification of Lacosamide-related impurities in pharmaceutical formulations. Researchers employ it in HPLC and LC-MS method development to ensure compliance with ICH guidelines for impurity profiling. The Boc-protected structure makes it valuable for investigating degradation pathways in carbamate-based drug molecules. Additionally, it finds use in chiral synthesis studies due to its (R)-configured stereocenter.

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