Edronax

Base Information

• Chemical Name: Edronax
• CAS No.: 93851-87-7
• Molecular Formula: CH₄O₃S*C₁₉H₂₃NO₃
• Molecular Weight: 409.503
• DSSTox Substance ID: DTXSID50917492
• ChEMBL ID: CHEMBL2146087
• Mol file: 93851-87-7.mol

Synonyms:2-((2-ethoxyphenoxy)benzyl)morpholine methanesulfonate;reboxetine;reboxetine mesylate;Vestra

Chemical Property of Edronax

Chemical Property:

• Boiling Point: 434.3oC at 760 mmHg
• Flash Point: 185.2oC
• PSA: 102.47000
• LogP: 4.10740
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 409.15590875
• Heavy Atom Count: 28
• Complexity: 425

Purity/Quality:

≥99% ^*data from raw suppliers

Reboxetine mesylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=CC=C1OC(C2CNCCO2)C3=CC=CC=C3.CS(=O)(=O)O
• Recent EU Clinical Trials: Crossover, Double-blind, Phase 2 Study of a Fixed Dose Combination of Reboxetine\\Oxybutynin (AD128) Versus Placebo in Obstructive Sleep Apnea (RebOx)

Technology Process of Edronax

There total 19 articles about Edronax 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:

2-chloro-N-[3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]acetamide → Reboxetine mesylate (93851-87-7,98769-82-5,98769-84-7,98819-77-3,105017-39-8,141425-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / isopropyl alcohol; tert-butyl alcohol

2: methanesulfonic acid / acetone

With methanesulfonic acid; potassium tert-butylate; In isopropyl alcohol; acetone; tert-butyl alcohol;

DOI:10.1039/c1gc15921f

Reference yield:

(2RS,3RS)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane methanesulfonate (93853-04-4,98769-75-6) → Reboxetine mesylate (93851-87-7,98769-82-5,98769-84-7,98819-77-3,105017-39-8,141425-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: carbonic acid dimethyl ester / ethanol

2: potassium tert-butylate / isopropyl alcohol; tert-butyl alcohol

3: methanesulfonic acid / acetone

With methanesulfonic acid; potassium tert-butylate; carbonic acid dimethyl ester; In ethanol; isopropyl alcohol; acetone; tert-butyl alcohol;

DOI:10.1039/c1gc15921f

Reference yield:

(2RS,3RS)-3-(2-ethoxyphenoxy)-3-phenylpropene-1,2-epoxide (98769-72-3,98819-72-8) → Reboxetine mesylate (93851-87-7,98769-82-5,98769-84-7,98819-77-3,105017-39-8,141425-90-3)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol; ammonia / isopropyl alcohol

2: carbonic acid dimethyl ester / ethanol

3: potassium tert-butylate / isopropyl alcohol; tert-butyl alcohol

4: methanesulfonic acid / acetone

With methanol; methanesulfonic acid; potassium tert-butylate; ammonia; carbonic acid dimethyl ester; In ethanol; isopropyl alcohol; acetone; tert-butyl alcohol;

DOI:10.1039/c1gc15921f

upstream raw materials:

methanesulfonic acid

reboxetine

2-Ethoxyphenol

(2RS,3RS)-1-amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane methanesulfonate

Refernces

• 1、 Henegar, Kevin E.,Ball, Cynthia T.,Horvath, Carolyn M.,Maisto, Keith D.,Mancini, Sarah E.. "Process development and scale-up for (±)-reboxetine mesylate". . p. 346 - 353. Retrieved 2012/12/31.