Desocodeine

Base Information

• Chemical Name: Desocodeine
• CAS No.: 3990-01-0
• Molecular Formula: C₁₈H₂₃NO₂
• Molecular Weight: 285.386
• UNII: 4H4T7H4YKS
• Nikkaji Number: J66.320D
• Wikipedia: Desocodeine
• Wikidata: Q5264858
• Mol file: 3990-01-0.mol

Synonyms:Desocodeine;Deoxydihydrocodeine D;3990-01-0;Dihydrodesoxycodeine-D;Codeine, 6-deoxydihydro-;4H4T7H4YKS;(4R,4aR,7aS,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline;Codeine, 6-deoxydihydro- (7CI,8CI);Morphinan, 4,5-alpha-epoxy-3-methoxy-17-methyl-;Dihydrodeoxycodeine;UNII-4H4T7H4YKS;Codeine, 6-deoxydihydro-*;CODEINE, DEOXYDIHYDRO-;SCHEMBL11631069;LS-91814;Q5264858;Morphinan, 4,5-epoxy-3-methoxy-17-methyl-, (5.alpha.)-;(5.ALPHA.)-4,5-EPOXY-3-METHOXY-17-METHYLMORPHINAN

Chemical Property of Desocodeine

Chemical Property:

• Vapor Pressure: 3.9E-07mmHg at 25°C
• Boiling Point: 416.2°Cat760mmHg
• PKA: pKa 8.83(H2O tunde?ned Iunde?ned) (Uncertain)
• Flash Point: 150.1°C
• PSA: 21.70000
• Density: 1.23g/cm³
• LogP: 2.69220
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 285.172878976
• Heavy Atom Count: 21
• Complexity: 441

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3CCC4
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3CCC4
• Uses: Analgesic (narcotic).

Technology Process of Desocodeine

There total 25 articles about Desocodeine 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%

6-Desoxycodeine (5056-92-8,5121-66-4) → desocodiene (3929-65-5,3990-01-0,14651-38-8,15558-56-2)

Guidance literature:

With platinum(IV) oxide; hydrogen; In methanol; for 1h; under 3000.3 Torr;

DOI:10.1007/s00706-011-0635-y

Reference yield: 7.0%

6-demethoxythebaine (73294-93-6) → 4,5α-epoxy-3-methoxy-17-methyl-morphin-8(14)-ene (5083-94-3) + desocodiene (3929-65-5,3990-01-0,14651-38-8,15558-56-2)

Guidance literature:

With oxygen; hydrazine hydrate; In methanol; at 70 ℃; for 3h;

DOI:10.1021/jo9708250

Reference yield:

8β-chloro-4,5α-epoxy-3-methoxy-17-methyl-morphin-6-ene (466-95-5) → 4,5α-epoxy-3-methoxy-17-methyl-morphinane (3929-65-5,3990-01-0,14651-38-8,15558-56-2) + (-)-tetrahydrodeoxycodeine (3327-79-5)

Guidance literature:

With hydrogenchloride; palladium; Hydrogenation;

upstream raw materials:

sulfuric acid

water

ent-3-methoxy-17-methyl-morphinane-4,6α-diol

4,5α-epoxy-3-methoxy-17-methyl-6α-(toluene-4-sulfonyloxy)-morphinane

Downstream raw materials:

desomorphine