N-(Methoxycarbonyl)-14-hydroxynorcodeinone

Ref. TR-M264815

Product Information

• Name: N-(Methoxycarbonyl)-14-hydroxynorcodeinone
• Synonyms: methyl (4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-7-oxo-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-3-carboxylate

Description

Applications N-(Methoxycarbonyl)-14-hydroxynorcodeinone is an intermediate in the synthesis of N-Allyldihydro-8,10,14-trihydroxynormorphinone (A549610), an impurity of Naloxone (HCl salt, N285000) which is a specific opioid antagonist and narcotic antagonist.
References Jasinski, D.R., et al.: J. Pharmacol. Exp. Ther., 157, 420 (1967); McNicholas, L.F., et al.: Drugs, 27, 81 (1984); Hasson, M.M.A., et al.: Anal. Profiles Drug Subs., 14, 453 (1985); Stowe, C., et al.: Ann. Pharmacother., 27, 447 (1993)

• Brand: TRC

Chemical properties

• Molecular weight: 357.357
• Formula: C₁₉H₁₉NO₆
• Color/Form: Neat
• InChI: InChI=1S/C19H19NO6/c1-24-12-4-3-10-9-13-19(23)6-5-11(21)16-18(19,14(10)15(12)26-16)7-8-20(13)17(22)25-2/h3-6,13,16,23H,7-9H2,1-2H3/t13-,16+,18+,19-/m1/s1
• InChI key: InChIKey=XFZNGLSXCFPNCE-SKSLQVBQSA-N
• SMILES: COC(=O)N1CC[C@]23c4c5ccc(OC)c4O[C@H]2C(=O)C=C[C@@]3(O)[C@H]1C5