Axomadol

Base Information

• Chemical Name: Axomadol
• CAS No.: 187219-99-4
• Molecular Formula: C₁₆H₂₅NO₃
• Molecular Weight: 279.379
• European Community (EC) Number: 606-103-2
• UNII: 9J92U4CVS0
• NCI Thesaurus Code: C72138
• Wikipedia: Axomadol
• Mol file: 187219-99-4.mol

Synonyms:axomadol

Chemical Property of Axomadol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 431.691°C at 760 mmHg
• Flash Point: 214.879°C
• PSA: 52.93000
• Density: 1.125g/cm³
• LogP: 1.60540
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 279.18344366
• Heavy Atom Count: 20
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)CC1CCC(CC1(C2=CC(=CC=C2)OC)O)O
• Isomeric SMILES: CN(C)C[C@@H]1CC[C@@H](C[C@]1(C2=CC(=CC=C2)OC)O)O
• Uses: Treatment of pain, central analgesic.

Technology Process of Axomadol

There total 15 articles about Axomadol 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: 92.1%

(1RS,3SR,6RS)-6-dimethylaminomethyl-1-(3-methoxy-phenyl)-cyclohexane-1,3-diol hydrochloride → (1RS,3RS,6RS)-6-dimethylaminomethyl-1-(3-methoxy-phenyl)-cyclohexane-1,3-diol (454221-09-1,187219-99-4)

Guidance literature:

With sodium hydroxide; In water; ethyl acetate; at 25 ℃; pH=11;

Reference yield:

rac-cis-[4-dimethylaminomethyl-3-hydroxy-3-(3-methoxy-phenyl)-cyclohexanone] (1174221-52-3,187220-41-3) → (1RS,3RS,6RS)-6-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexane-1,3-diol (187219-99-4)

Guidance literature:

With sodium tetrahydroborate; ethanol; In tetrahydrofuran; at 2 - 15 ℃;

Reference yield:

trans-4-dimethylaminomethyl-3-hydroxy-3-(3-methoxyphenyl)-cyclohexanone (187220-41-3) → axomadol (433686-04-5,187219-99-4) + C16H25NO3 (773828-94-7,187219-99-4)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 - 20 ℃; for 1.25h; Product distribution / selectivity; Inert atmosphere; Molecular sieve;

upstream raw materials:

Isopropenyl acetate

vinyl propionate

vinyl acetate

rac-cis-[4-dimethylaminomethyl-3-hydroxy-3-(3-methoxy-phenyl)-cyclohexanone]

Refernces

• 1、 -. "Process for Producing (1RS,3RS,6RS)-6-dimethylaminomethyl-1-(3-methoxyphenyl)-cyclohexane-1,3-diol". Page/Page column 10. . Retrieved 2009/10/18.
• 2、 -. "PHOSPHATE SALTS OF 6-DIMETHYLAMINOMETHYL-L-(3-METHOXYPHENYL) -1,3-DIHYDROXYCYCLOHEXANE COMPOUNDS". Page/Page column 50-52. . Retrieved 2008/06/13.