trans-Morphine

Base Information

• Chemical Name: trans-Morphine
• CAS No.: 16206-77-2
• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.343
• DSSTox Substance ID: DTXSID40167308
• Nikkaji Number: J2.480.042C
• Wikidata: Q83036656

Synonyms:trans-Morphine;16206-77-2;Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha,14alpha)-;DTXSID40167308

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Chemical Property of trans-Morphine

Chemical Property:

• Vapor Pressure: 7.06E-10mmHg at 25°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 285.13649347
• Heavy Atom Count: 21
• Complexity: 494

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)O
• Isomeric SMILES: CN1CC[C@]23[C@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O

Technology Process of trans-Morphine

There total 6 articles about trans-Morphine 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: 81.0%

→ 4,5α-epoxy-17-methyl-morphin-7-ene-3,6β-diol (57-27-2,143-70-4,6912-73-8,16206-77-2,27067-73-8,65165-99-3,70982-47-7)

Guidance literature:

With boron tribromide; In chloroform; at 20 ℃; for 0.333333h; Inert atmosphere;

Reference yield: 44.0%

7,8-didehydro-4,5α-epoxy-3-(2-hydroxymethyl-2-propyloxy)-17-methylmorphinan-6α-ol (34332-29-1) → morphine (57-27-2,143-70-4,6912-73-8,16206-77-2,27067-73-8,65165-99-3,70982-47-7)

Guidance literature:

With pyridine hydrochloride; at 220 ℃; for 0.25h;

DOI:10.1002/jhet.5570240231

Reference yield:

7,8-didehydro-4,5α-epoxy-3-(2-ethoxycarbonyl-2-propyloxy)-17-methylmorphinan-6α-ol (111009-97-3) → morphine (57-27-2,143-70-4,6912-73-8,16206-77-2,27067-73-8,65165-99-3,70982-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / LiAlH₄ / tetrahydrofuran / 16 h / Heating

2: 44 percent / pyridine hydrochloride / 0.25 h / 220 °C

With lithium aluminium tetrahydride; pyridine hydrochloride; In tetrahydrofuran;

DOI:10.1002/jhet.5570240231

upstream raw materials:

7,8-didehydro-4,5α-epoxy-3-(2-hydroxymethyl-2-propyloxy)-17-methylmorphinan-6α-ol

7,8-didehydro-4,5α-epoxy-3-(2-ethoxycarbonyl-2-propyloxy)-17-methylmorphinan-6α-ol

codeine

Downstream raw materials:

morphine 3-glucuronide

3-acetylmorphine

codeine phosphate

C₂₀H₂₃NO₄