Genomorphine

Base Information

• Chemical Name: Genomorphine
• CAS No.: 639-46-3
• Molecular Formula: C17H19 N O4
• Molecular Weight: 301.342
• Hs Code.: 2939190000
• DSSTox Substance ID: DTXSID00862342
• Mol file: 639-46-3.mol

Synonyms:Genomorphin;Genomorphine;Morphine oxide;DTXSID00862342;3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-[1]benzofuro[3,2-e]isoquinoline-7,9-diol

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Chemical Property of Genomorphine

Chemical Property:

• Melting Point: 222-225°C (dec.)
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 442.47°C (rough estimate)
• PKA: pKa 4.82(50% aq EtOH) (Uncertain)
• Flash Point: 9℃
• PSA: 79.12000
• Density: 1.1222 (rough estimate)
• LogP: 1.16950
• Storage Temp.: Controlled Substance, -20°C Freezer
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 301.13140809
• Heavy Atom Count: 22
• Complexity: 539

Purity/Quality:

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1(CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)O)[O-]
• Uses: Morphine N-Oxide, is a metabolite of Morphine. A metabolite of Morphine. Controlled substance (M652290).

Technology Process of Genomorphine

There total 3 articles about Genomorphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

MORPHIN (57-27-2) → morphine-N-oxide (639-46-3)

Guidance literature:

With dihydrogen peroxide; at 0 - 25 ℃; for 0.25h;

DOI:10.1021/jo00170a014

Reference yield:

→ (17Ξ)-4,5α-epoxy-17-methyl-17-oxy-morphin-7-ene-3,6α-diol (639-46-3,60827-72-7,60828-57-1)

Guidance literature:

Morphin, Aminophenazol, Metabolismus;

DOI:10.1111/j.2042-7158.1968.tb09635.x

Reference yield:

→ (17Ξ)-4,5α-epoxy-17-methyl-17-oxy-morphin-7-ene-3,6α-diol (639-46-3,60827-72-7,60828-57-1)

Guidance literature:

Morphin,H2O2;

upstream raw materials:

MORPHIN

Refernces

Steric effects in the tuning of the diastereoselectivity of the intramolecular free-radical cyclization to an olefin as exemplified through the synthesis of a carba-pentofuranose scaffold

10.1021/jo300936g

The research focuses on steric effects in the tuning of diastereoselectivity of intramolecular free-radical cyclization to an olefin, exemplified through the synthesis of a carba-pentofuranose scaffold. The experiments involve the use of radical precursors 8 and 17, which undergo free-radical cyclization reactions at the chiral C4 of the pentose sugar with an intramolecularly C1-tethered olefin. This process results in the formation of new diastereomers, specifically dimethylbicyclo[2.2.1]heptane 9 and 7-methyl-2-oxabicyclo[2.2.1]heptanes 18a/18b. The study investigates how the chemical nature of the fused carbapentofuranose scaffolds influences the stereochemical outcome at both the Grignard reaction step and the free-radical ring-closure reaction. The analyses used to characterize the synthesized compounds include 1H and 13C NMR spectroscopy, COSY, HMQC, HMBC, and NOE experiments, as well as molecular modeling using HyperChem for dihedral angle determination and stereochemical assignments. The research also explores the implications of these findings for the synthesis of modified oligonucleotides and potential therapeutic applications.