(3aS,4S,6R,6aR)-6-(N-Boc-amino)-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-4-carboxylic Acid Methyl Ester

CAS: 383910-25-6

Ref. TR-B602595

Product Information

• Name: (3aS,4S,6R,6aR)-6-(N-Boc-amino)-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-4-carboxylic Acid Methyl Ester
• Synonyms: methyl (3aS,4R,6S,6aR)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-3-pentan-3-yl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,2]oxazole-6-carboxylate
• CAS: 383910-25-6

Description

Applications (3aS,4S,6R,6aR)-6-(N-Boc-amino)-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-4-carboxylic Acid Methyl Ester is an impurity of Peramivir (P285500), a neuraminidase inhibitor used as an antiviral agent for treating influenza. (3aS,4S,6R,6aR)-6-(N-Boc-amino)-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-4-carboxylic Acid Methyl Ester is also a regioisomer of (3aR,4R,6S,6aS)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic Acid Methyl Ester (D472890).
References Whitley, R., et al.: Pediatr. Infect. Dis. J., 20, 127 (2001); Bright, R., et al.: Lancet., 366, 1175 (2005); Deyde, V., et al.: J. Infect. Dis., 196, 249 (2007); Lee, N., et al.: Clin. Infect. Dis., 46, 1323 (2008)

• Brand: TRC

Chemical properties

• Molecular weight: 354.441
• Formula: C₁₈H₃₀N₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C18H30N2O5/c1-7-10(8-2)14-13-12(19-17(22)24-18(3,4)5)9-11(16(21)23-6)15(13)25-20-14/h10-13,15H,7-9H2,1-6H3,(H,19,22)/t11-,12+,13-,15-/m0/s1
• InChI key: InChIKey=WYUYCGDXMIJIAZ-XFMPKHEZSA-N
• SMILES: CCC(CC)C1=NO[C@H]2[C@@H](C(=O)OC)C[C@@H](NC(=O)OC(C)(C)C)[C@@H]12