1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;2-hydroxybutanedioic acid

Base Information

• Chemical Name: 1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;2-hydroxybutanedioic acid
• CAS No.: 935534-56-8
• Molecular Formula: C11H11F6N.C4H6O5
• Molecular Weight: 405.294
• European Community (EC) Number: 691-303-2
• Mol file: 935534-56-8.mol

Synonyms:935534-56-8;(R)-1-(3,5-Bis(trifluoromethyl)phenyl)-N-methylethanamine (S)-2-hydroxysuccinate;(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;(2S)-2-hydroxybutanedioic acid

Chemical Property of 1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;2-hydroxybutanedioic acid

Chemical Property:

• PSA: 106.86000
• LogP: 3.30210
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 405.10109162
• Heavy Atom Count: 27
• Complexity: 379

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

(S)-1-(3,5-Bis(trifluoromethyl)phenyl)-N-methylethanamine(S)-2-hydroxysuccinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)NC.C(C(C(=O)O)O)C(=O)O

Technology Process of 1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;2-hydroxybutanedioic acid

There total 2 articles about 1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;2-hydroxybutanedioic acid 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:

3,5-bis(trifluoromethyl)-α-methyl-N-methylbenzylamine (290297-43-7) + (S)-Malic acid (97-67-6,78644-42-5) → (R)-3,5-bis(trifluoromethyl)-α-methyl-N-methylbenzylamine L-(-)-malic acid salt (935534-56-8)

Guidance literature:

In ethyl acetate; isopropyl alcohol; toluene; at 4 - 75 ℃; for 8.5h;

Reference yield:

3,5-bis(trifluoromethyl)phenyl methyl ketone (30071-93-3) → (R)-3,5-bis(trifluoromethyl)-α-methyl-N-methylbenzylamine L-(-)-malic acid salt (935534-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; water / 16 h / 0 - 35 °C / Inert atmosphere; Large scale

2: sodium tetrahydroborate / methanol; water / 3 h / 0 - 25 °C / Inert atmosphere; Large scale

3: ethyl acetate / 2.5 h / 20 - 50 °C / Resolution of racemate

With sodium tetrahydroborate; In methanol; water; ethyl acetate;

DOI:10.1021/acs.oprd.5b00283

Reference yield:

(R)-3,5-bis(trifluoromethyl)-α-methyl-N-methylbenzylamine L-(-)-malic acid salt (935534-56-8) → [(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl](methyl)amine (334477-60-0)

Guidance literature:

With sodium carbonate; In ethanol; water; ethyl acetate; at 20 - 25 ℃;

upstream raw materials:

3,5-bis(trifluoromethyl)-α-methyl-N-methylbenzylamine

(S)-Malic acid

3,5-bis(trifluoromethyl)phenyl methyl ketone

Downstream raw materials:

[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl](methyl)amine

Refernces

• 1、 -. "PROCESS". Page/Page column 23-24. . Retrieved 2008/06/13.