(+)-N-METHYLEPHEDRINE

Base Information

• Chemical Name: (+)-N-METHYLEPHEDRINE
• CAS No.: 42151-56-4
• Molecular Formula: C11H17 N O
• Molecular Weight: 179.262
• Mol file: 42151-56-4.mol

Synonyms:Benzenemethanol,a-[1-(dimethylamino)ethyl]-,[S-(R*,S*)]-; (+)-Methylephedrine; (+)-N-Methylephedrine; (1S,2R)-(+)-N-Methylephedrine;(1S,2R)-2-Dimethylamino-1-phenylpropanol; (1S,2R)-N-Methylephedrine;L-(+)-erythro-N-Methylephedrine; d-N-Methylephedrine

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Chemical Property of (+)-N-METHYLEPHEDRINE

Chemical Property:

• Appearance/Colour: WHITE POWDER, CRYSTALS, CRYSTALLINE POWDER OR NEEDLES
• Vapor Pressure: 0.0108mmHg at 25°C
• Melting Point: 87-90 °C(lit.)
• Refractive Index: 1.5320 (estimate)
• Boiling Point: 251.3 °C at 760 mmHg
• PKA: 13.88±0.20(Predicted)
• Flash Point: 96.9 °C
• PSA: 23.47000
• Density: 1.009 g/cm³
• LogP: 1.67010
• Storage Temp.: 2-8°C

Purity/Quality:

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (+)-N-METHYLEPHEDRINE

There total 31 articles about (+)-N-METHYLEPHEDRINE 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: 100.0%

(4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-one (16251-47-1) → (1S,2S)-N-Methylpseudoephedrine (1201-56-5,14222-20-9,17605-71-9,39263-91-7,42151-56-4,51018-28-1,62560-55-8,87040-40-2,552-79-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)01753-6

Reference yield: 99.0%

metamfepramone (15351-09-4) → (1S,2S)-N-Methylpseudoephedrine (1201-56-5,14222-20-9,17605-71-9,39263-91-7,42151-56-4,51018-28-1,62560-55-8,87040-40-2,552-79-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; f-amphox; hydrogen; caesium carbonate; In isopropyl alcohol; at 20 - 30 ℃; for 12h; under 15201 Torr; stereoselective reaction; Catalytic behavior; Inert atmosphere; Autoclave;

DOI:10.1021/acs.orglett.7b00844

Reference yield: 97.0%

(4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidine (66574-19-4,211676-69-6) → (1S,2S)-N-Methylpseudoephedrine (1201-56-5,14222-20-9,17605-71-9,39263-91-7,42151-56-4,51018-28-1,62560-55-8,87040-40-2,552-79-4)

Guidance literature:

With chloro-trimethyl-silane; sodium cyanoborohydride; In acetonitrile;

upstream raw materials:

pseudoephedrine

methyl iodide

formaldehyd

(S)-N,N-dimethyl-α-benzylethylamine

Downstream raw materials:

lithium N-methylpseudoephedrate

[(1R,2S)-2-{(R,R)-(1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphol-2-yloxy)}-1-methyl-2-phenyl-ethyl]dimethyl-amine

Lithium; (1S,2R)-2-dimethylamino-1-phenyl-propan-1-olate

(1S,2S)-N-methyl-ψ-ephedrine propionate

Refernces

• 1、 Lator, Alexis,Gaillard, Sylvain,Poater, Albert,Renaud, Jean-Luc. "Well-Defined Phosphine-Free Iron-Catalyzed N-Ethylation and N-Methylation of Amines with Ethanol and Methanol". supporting information. p. 5985 - 5990. Retrieved 2018/10/02.
• 2、 Magre, Marc,Biosca, Maria,Norrby, Per-Ola,Pàmies, Oscar,Diéguez, Montserrat. "Theoretical and Experimental Optimization of a New Amino Phosphite Ligand Library for Asymmetric Palladium-Catalyzed Allylic Substitution". . p. 4091 - 4107. Retrieved 2015/12/26.