(-)-O-Desmethylvenlafaxine

Base Information

• Chemical Name: (-)-O-Desmethylvenlafaxine
• CAS No.: 142761-11-3
• Molecular Formula: C16H25 N O2
• Molecular Weight: 263.38
• Hs Code.: 9999999999
• UNII: HY5T9WKI4O
• DSSTox Substance ID: DTXSID10162168
• Wikidata: Q27280156
• Mol file: 142761-11-3.mol

Synonyms:(R)-(-)-O-desmethylvenlafaxine;SEP-227162

Chemical Property of (-)-O-Desmethylvenlafaxine

Chemical Property:

• Melting Point: 208-213℃
• Boiling Point: 403.8±25.0 °C(Predicted)
• PKA: 10.04±0.26(Predicted)
• PSA: 43.70000
• Density: 1.115±0.06 g/cm3(Predicted)
• LogP: 2.73260
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 263.188529040
• Heavy Atom Count: 19
• Complexity: 266

Purity/Quality:

95% ^*data from raw suppliers

R-(-)-O-DesmethylVenlafaxine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC(C1=CC=C(C=C1)O)C2(CCCCC2)O
• Isomeric SMILES: CN(C)C[C@@H](C1=CC=C(C=C1)O)C2(CCCCC2)O
• Uses: A metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant. It can also be used to treat sleep-related breathing disorders. R-(-)-O-DesMethyl Venlafaxine is a metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor,it is used as an antidepressant.

Technology Process of (-)-O-Desmethylvenlafaxine

There total 6 articles about (-)-O-Desmethylvenlafaxine 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: 80.0%

→ (R)-4-(2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)phenol (142761-11-3)

Guidance literature:

Reference yield:

1-((R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl) cyclohexanol hemi-ditoluoyl tartrate (272788-00-8) → (R)-4-(2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)phenol (142761-11-3)

Guidance literature:

1-((R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl) cyclohexanol hemi-ditoluoyl tartrate; With sodium hydroxide; In tert-butyl methyl ether; water;

With lithium diphenylphosphide; In tetrahydrofuran; hexanes; at 60 ℃;

With hydrogenchloride; ammonia; more than 3 stages;

Reference yield:

(R)-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol (93413-44-6,93413-69-5,131801-71-3,93413-46-8) → (R)-4-(2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)phenol (142761-11-3)

Guidance literature:

(R)-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol; With lithium diphenylphosphide; In tetrahydrofuran; at 0 - 20 ℃; Heating / reflux;

With hydrogenchloride; water; In tetrahydrofuran; at 15 ℃; for 0.166667h;

With sodium hydrogencarbonate; In water; pH=6.8 - 6.9; Product distribution / selectivity;

upstream raw materials:

1-((R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl) cyclohexanol hemi-ditoluoyl tartrate

(R)-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol

formaldehyd

(R)-1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol-hemi-D-di-p-toluoyltartrate

Downstream raw materials:

(-)-O-desmethylvenlafaxine hydrochloride