Oxydimorphine

Base Information

• Chemical Name: Oxydimorphine
• CAS No.: 125-24-6
• Deprecated CAS: 1369-13-7,34388-57-3,50874-73-2
• Molecular Formula: C34H36 N2 O6
• Molecular Weight: 568.67
• European Community (EC) Number: 641-600-8
• UNII: AEZ78QX2G7
• DSSTox Substance ID: DTXSID50924984
• Nikkaji Number: J107.995F
• Wikipedia: Pseudomorphine
• Wikidata: Q4353536
• Mol file: 125-24-6.mol

Synonyms:2,2'bimorphine;pseudomorphine

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Chemical Property of Oxydimorphine

Chemical Property:

• Melting Point: >225°C (dec.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 105.86000
• Density: 1.58g/cm³
• LogP: 2.25240
• Storage Temp.: Controlled Substance, -20?C Freezer
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 568.25733687
• Heavy Atom Count: 42
• Complexity: 1140

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=CC(=C(C(=C52)OC3C(C=C4)O)O)C6=C(C7=C8C(=C6)CC9C1C8(CCN9C)C(O7)C(C=C1)O)O
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=CC(=C(C(=C52)O[C@H]3[C@H](C=C4)O)O)C6=C(C7=C8C(=C6)C[C@@H]9[C@H]1[C@]8(CCN9C)[C@@H](O7)[C@H](C=C1)O)O
• Uses: As a degradation product of Morphine, Pseudomorphine (Morphine Impurity) can be a dimolecular base formed by the gentle oxidation of Morphine in alkaline solution. Name Pseudomorphine is also used for the C17 alkaloid base.

Technology Process of Oxydimorphine

There total 41 articles about Oxydimorphine 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: 99.0%

(R)-(+)-ethyl-2-(2,4-dichlorophenoxy)propanoate → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 20 ℃; for 5h;

Reference yield: 86.0%

(R)-di(naphthalen-1-yl)methyl-2-(2,4-dichlorophenoxy)propanoate → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; at 20 ℃; for 18h; Schlenk technique;

DOI:10.1021/acs.orglett.0c00748

Reference yield: 62.0%

(R)-(+)-Methyl 2-(2,4-dichlorophenoxy)propionate (122674-96-8) → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0)

Guidance literature:

With potassium carbonate; In methanol; water; for 2h; Reflux;

DOI:10.1371/journal.pone.0213552

upstream raw materials:

MORPHIN

morphine sulfate

sulfuric acid

ammonia

Refernces

• 1、 Afsharmanesh, Elahe,Karimi-Maleh, Hassan,Pahlavan, Ali,Vahedi, Javad. "Electrochemical behavior of morphine at ZnO/CNT nanocomposite room temperature ionic liquid modified carbon paste electrode and its determination in real samples". . p. 8 - 13. Retrieved 2013.
• 2、 Boehme,Strohecker. "-". . p. 422,431. Retrieved 1952.
• 3、 Liu, Bin,Song, Runjiang,Xu, Jun,Majhi, Pankaj Kumar,Yang, Xing,Yang, Song,Jin, Zhichao,Chi, Yonggui Robin. "Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification". . p. 3335 - 3338. Retrieved 2020/04/30.
• 4、 Hellinghausen, Garrett,Lopez, Diego A.,Lee, Jauh T.,Wang, Yadi,Weatherly, Choyce A.,Portillo, Abiud E.,Berthod, Alain,Armstrong, Daniel W.. "Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase". . p. 1067 - 1078. Retrieved 2018/08/01.