1201-56-5

Basic information

• Product Name: Benzenemethanol, a-[(1R)-1-(dimethylamino)ethyl]-,(aS)-rel-
• Synonyms: Benzenemethanol,a-[1-(dimethylamino)ethyl]-,(R*,S*)-(?à)-; Benzyl alcohol, a-[1-(dimethylamino)ethyl]-,erythro-(?à)- (8CI); Norephedrine,N,N-dimethyl- (6CI); (R*,S*)-a-[1-(Dimethylamino)ethyl]benzenemethanol; (?à)-Methylephedrine; (?à)-N-Methylephedrine; Benzenemethanol, a-[1-(dimethylamino)ethyl]-,(R*,S*)-; DL-Methylephedrine; dl-Methylephedrine; erythro-N-Methylephedrine
• CAS NO: 1201-56-5
• Molecular Formula: C11H17 N O
• Molecular Weight: 179.262
• Mol File: 1201-56-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 251.3°Cat760mmHg
• Flash Point: 96.9°C
• Density: 1.009g/cm³
• CAS DataBase Reference: Benzenemethanol, a-[(1R)-1-(dimethylamino)ethyl]-,(aS)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-[(1R)-1-(dimethylamino)ethyl]-,(aS)-rel-(1201-56-5)
• EPA Substance Registry System: Benzenemethanol, a-[(1R)-1-(dimethylamino)ethyl]-,(aS)-rel-(1201-56-5)

Safety Data

• Hazardous Substances Data: 1201-56-5(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 90-82-4 pseudoephedrine 
• 17279-39-9 (S)-N,N-dimethyl-α-benzylethylamine 
• 492-39-7 (1S,2S)-2-amino-1-phenylpropanol 
• 74-88-4 methyl iodide 
• 14838-15-4 u-2-amino-1-phenylpropan-1-ol 
• 90-81-3 ephedrine 
• 6317-31-3 (4RS,5SR)-3,4-dimethyl-5-phenyloxazolidin-2-one 
• 26251-08-1 2-nitro-1-phenylpropan-1-ol 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 299-42-3 (R,R)-(-)-pseudoephedrine 
• 67-68-5 dimethyl sulfoxide 
• 6084-17-9 2-chloro-1-phenylpropan-1-one 
• 154-41-6 norephedrine hydrochloride 

Downstream Products

• 57155-63-2 (+)-(1S,2S)-N-dodecyl-N,N-dimethylpseudoephedrinium bromide 
• 158837-63-9 (1S,2S)-1-Phenyl-1-phthalimido-2-(dimethylamino)propane 
• 129216-60-0 lithium N-methylpseudoephedrate 
• 552-79-4 (-)-N-methylephedrine 
• 42151-56-4 (1S,2R)-(+)-N-methylephedrine 
• 97807-89-1 C₁₁H₁₇NO₂ 
• 74059-55-5 (1S,2S)-N-methyl-ψ-ephedrine propionate 
• 445298-95-3 (S,S)-N-methylpseudoephedrine α-bromo-α-methylacetate 
• 445298-98-6 (S,S)-N-methylpseudoephedrine α-bromo-α-ethylacetate 
• 445298-99-7 (S,S)-N-methylpseudoephedrine α-bromo-α-n-butylacetate 
• 479350-68-0 (S,S)-N-methylpseudoephedrine 2-bromo-4-phenylbutanoate 
• 910787-06-3 (+)-B-((9-(1S,2S)-N-methylpseudoephedrinyl)-(10S)-phenyl-9-borabicyclo-[3.3.2]decane) 
• 910787-07-4 (-)-((1R,2R)-N-methylpseudoephedrinyl)-(10R)-phenyl-9-borabicyclo[3.3.2]decane 
• 169138-82-3 (1S,2S)-(2-dimethylamino-1-phenylpropyl)cyclopentadiene 

Relevant articles and documents

Stereospecific Conversion of N,N-Dimethylamphetamine into N-Methylpseudoephedrine

The pro-R hydrogen of (+)-N,N-dimethylamphetamine chromium tricarbonyl can be stereospecifically substituted via sequential treatment with BunLi and an electrophile, with retention of configuration to give for example N-methylpseudoephedrine after decomplexation.

Ephedrine- and pseudoephedrine-derived thioureas in asymmetric michael additions of keto esters and diketones to nitroalkenes

Ephedrine-derived bifunctional thioureas have been synthesized and applied as organocatalysts in Michael additions of 1,3-dicarbonyl compounds to nitroalkenes. Georg Thieme Verlag Stuttgart.

Dynamic resolution of α-bromo-α-alkyl esters using N-methyl pseudoephedrine as a chiral auxiliary: Asymmetric syntheses of α-amino acid derivatives

N-Methyl pseudoephedrine mediated dynamic resolution of α-bromo-α-alkyl esters in nucleophilic substitution reaction has been investigated. Best results are obtained when α-bromo-α-alkyl esters 1, 4 and 5 are allowed to equilibrate before the addition of nucleophile. This simple epimerization-substitution sequence provides a practical protocol for asymmetric syntheses of α-amino acid derivatives 2, 7 and 8 up to 98:2 enantiomeric ratio.