Dihydropseudocodeine

Base Information

• Chemical Name: Dihydropseudocodeine
• CAS No.: 3883-12-3
• Molecular Formula: C18H23NO3
• Molecular Weight: 301.3801
• DSSTox Substance ID: DTXSID60959621
• Nikkaji Number: J72.595A
• Wikidata: Q76309786
• Mol file: 3883-12-3.mol

Synonyms:Dihydropseudocodeine;Pseudocodeine, dihydro-;3883-12-3;Morphinan-8-beta-ol, 4,5-alpha-epoxy-3-methoxy-17-methyl-;DTXSID60959621;LS-91969;3-Methoxy-17-methyl-4,5-epoxymorphinan-8-ol

Chemical Property of Dihydropseudocodeine

Chemical Property:

• Vapor Pressure: 1E-09mmHg at 25°C
• Boiling Point: 472.3°Cat760mmHg
• Flash Point: 239.5°C
• PSA: 41.93000
• Density: 1.31g/cm³
• LogP: 1.66300
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 301.16779360
• Heavy Atom Count: 22
• Complexity: 471

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4CCC(C2C1CC5=C3C(=C(C=C5)OC)O4)O
• Isomeric SMILES: CN1CC[C@]23[C@@H]4CC[C@@H]([C@H]2[C@H]1CC5=C3C(=C(C=C5)OC)O4)O

Technology Process of Dihydropseudocodeine

There total 10 articles about Dihydropseudocodeine 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:

→ Dihydropseudocodein (3883-12-3)

Guidance literature:

With ethanol; sodium;

DOI:10.1021/ja01315a096

Reference yield:

→ Dihydropseudocodein (3883-12-3)

Guidance literature:

With acetic acid; platinum; Hydrogenation;

DOI:10.1021/ja01351a032

Reference yield:

4,5α-epoxy-3-methoxy-17-methyl-(14α)-morphinan-8α-ol; hydrochloride (2202-06-4) → Dihydropseudocodein (3883-12-3)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. HBr / 0.5 h / Heating

2: diethyl ether

3: Py / 72 h

4: 2,4,6-trimethyl-pyridine / 1 h / Heating

5: (i) NaBH₄, BF₃*Et₂O, (ii) aq. NaOH, H₂O₂, (iii) AcOH, dioxan

With pyridine; 2,4,6-trimethyl-pyridine; hydrogen bromide; In diethyl ether;

DOI:10.1248/cpb.13.1422

upstream raw materials:

4,5α-epoxy-3-methoxy-17-methyl-morphin-8(14)-ene

4,5α-epoxy-3-methoxy-17-methyl-(14α)-morphinan-8α-ol; hydrochloride

4,5α-epoxy-17-methyl-(14α)-morphinane-3,8α-diol

4,5α-epoxy-3-methoxy-17-methyl-(14α)-morphinan-8α-ol

Downstream raw materials:

8β-benzoyloxy-4,5α-epoxy-3-methoxy-17-methyl-morphinane