6beta-Oxycodol

Base Information

• Chemical Name: 6beta-Oxycodol
• CAS No.: 61949-73-3
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.385
• UNII: 48X8F46AR7
• DSSTox Substance ID: DTXSID401344990
• Mol file: 61949-73-3.mol

Synonyms:6beta-Oxycodol;61949-73-3;UNII-48X8F46AR7;Isocodeine, dihydro-14-hydroxy-;48X8F46AR7;(4R,4As,7R,7aR,12bS)-9-methoxy-3-methyl-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7-diol;4,5alpha-epoxy-3-methoxy-17-methyl-morphinan-6beta,14-diol;6??-Oxycodol;6.BETA.-OXYCODOL;NIOSH/QC8935050;RAM-319;DTXSID401344990;AKOS040758238;PD057657;NS00097753;QC89350500;4,5-alpha-Epoxy-3-methoxy-17-methylmorphinan-6-beta,14-diol;(5alpha,6beta)-4,5-Epoxy-3-methoxy-17-methylmorphinan-6,14-diol;Morphinan-6-beta,14-diol, 4,5-alpha-epoxy-3-methoxy-17-methyl-;Morphinan-6,14-diol, 4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6beta)-;(5.ALPHA.,6.BETA.)-4,5-EPOXY-3-METHOXY-17-METHYLMORPHINAN-6,14-DIOL;MORPHINAN-6,14-DIOL, 4,5-EPOXY-3-METHOXY-17-METHYL-, (5.ALPHA.,6.BETA.)-

Chemical Property of 6beta-Oxycodol

Chemical Property:

• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 317.16270821
• Heavy Atom Count: 23
• Complexity: 515

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCC23C4C(CCC2(C1CC5=C3C(=C(C=C5)OC)O4)O)O
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@@H](CC[C@]2([C@H]1CC5=C3C(=C(C=C5)OC)O4)O)O

Technology Process of 6beta-Oxycodol

There total 6 articles about 6beta-Oxycodol 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:

Oxycodone (76-42-6) → alpha-Oxycodol (61949-73-3) + 14-hydroxydihydrocodeine (7183-69-9)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1039/jr9600000773

Reference yield:

Oxycodone (76-42-6) + acetic acid (64-19-7,77671-22-8) → alpha-Oxycodol (61949-73-3) + 14-hydroxydihydrocodeine (7183-69-9)

Guidance literature:

Hydrogenation;

DOI:10.1021/jo01215a002

Reference yield:

14-hydroxydihydrocodeine (7183-69-9) → alpha-Oxycodol (61949-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Ph₃P, diethyl azadicarboxylate / benzene / 1 h

2: 78 percent / 10percent aq. KOH / ethanol / 0.17 h / Heating

With potassium hydroxide; triphenylphosphine; diethylazodicarboxylate; In ethanol; benzene;

DOI:10.1016/S0040-4020(01)85541-1

upstream raw materials:

Oxycodone

acetic acid

14-hydroxydihydrocodeine

Downstream raw materials:

Oxycodone

Refernces

• 1、 -. "Process for the stereoselective reduction of 6- and 8-keto morphine and morphinan derivatives with formamidinesulfinic acid and compounds obtained thereby". . . Retrieved 2008/06/13.