Dihydronormorphine

Base Information

• Chemical Name: Dihydronormorphine
• CAS No.: 1421-13-2
• Molecular Formula: C16H19 N O3
• Molecular Weight: 273.332
• DSSTox Substance ID: DTXSID10931336
• Wikidata: Q82906895

Synonyms:Dihydronormorphine;1421-13-2;Morphinan-3,6-diol, 4,5-epoxy-, (5alpha,6alpha)-;(4S,4aR,7S,7aR,12bS)-1,2,3,4,4a,5,6,7,7a,13-decahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol;4,5-Epoxymorphinan-3,6-diol;DTXSID10931336

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Chemical Property of Dihydronormorphine

Chemical Property:

• Vapor Pressure: 1.32E-10mmHg at 25°C
• Boiling Point: 494.8°Cat760mmHg
• Flash Point: 253°C
• PSA: 61.72000
• Density: 1.44g/cm³
• LogP: 1.40870
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 273.13649347
• Heavy Atom Count: 20
• Complexity: 430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C2C34C1C(CC5=C3C(=C(C=C5)O)O2)NCC4)O
• Isomeric SMILES: C1C[C@@H]([C@H]2[C@@]34[C@@H]1[C@H](CC5=C3C(=C(C=C5)O)O2)NCC4)O
• Uses: Dihydro Normorphine is a metabolite of Normorphine (N740300).

Technology Process of Dihydronormorphine

There total 1 articles about Dihydronormorphine 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:

Dihydroheroin (509-71-7,142790-69-0) → dihydronormorphine (1421-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / 1,2-dichloro-ethane / 20 - 90 °C

2.1: methanol / 6 h / 60 °C

3.1: hydrogenchloride / 4 h / 100 °C

3.2: pH 9 - 10

With hydrogenchloride; sodium hydrogencarbonate; In methanol; 1,2-dichloro-ethane;

DOI:10.3390/molecules25174009

Reference yield:

dihydronormorphine (1421-13-2) + phenyl chloroformate (1885-14-9) → N-CBz nordihydromorphine (166664-33-1)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 18h;

upstream raw materials:

Dihydroheroin

Downstream raw materials:

N-CBz nordihydromorphine