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287636 Aldrich

(1S,2S)-(+)-Pseudoephedrine

98%

Synonym: (+)-ψ-Ephedrine, (+)-Pseudoephedrine, (1S,2S)-2-Methylamino-1-phenyl-1-propanol, d-Isoephedrine, d-Pseudoephedrine

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Properties

Related Categories Alkaloid, Asymmetric Synthesis, Cell Biology, Chemical Synthesis, Chiral Auxiliaries,
InChI Key   KWGRBVOPPLSCSI-WCBMZHEXSA-N
assay   98%
optical activity   [α]20/D +52°, c = 0.6 in ethanol
mp   118-120 °C

Description

Biochem/physiol Actions

Non-selective adrenergic agonist; decongestant

Packaging

5, 25, 100 g in glass bottle

Application

(1S,2S)-(+)-Pseudoephedrine condenses with N,N-diisopropyl-2-formyl-1-naphthamide to form the corresponding oxazolidine derivative as a single diasterisomer.

(1S,2S)-(+)-Pseudoephedrine may be used as a chiral auxillary in asymmetric synthesis of enantioenriched organic compounds. It may also be used to prepare a novel tertiary pseudo C2-symmetric 1,2-diamine, which facilitates the enantioselective addition of methyl lithium to imines with better yield.

General description

(1S,2S)-(+)-Pseudoephedrine, a natural enantiomer of ephedrine, is a decongestant commonly used in cold and allergy medicines.

Price and Availability


Laboratory Gloves

All labs need water
Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
UL5800000
Protocols & Articles

Articles

Ephedrines

Both enantiomers of ephedrine, pseudoephedrine, norephedrine, and their derivatives are used as practical chiral auxiliaries for asymmetric synthesis. Enolates of readily available (1R,2R)-(–)- and (...
Aldrich ChemFiles 2005, 5.4, 9.
Keywords: Alkylations, Asymmetric synthesis, Chemfiles, Chiral auxiliaries

HPLC Analysis of Cold Remedy Components on Ascentis® Express 2.0 μm RP-Amide

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Cold Remedy Components on Ascentis® Express 2.0 μm RP-Amide
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical, Separation

HPLC Analysis of Pseudoephedrine Enantiomers on Astec® CHIROBIOTIC® T

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Pseudoephedrine Enantiomers on Astec® CHIROBIOTIC® T
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

Peer-Reviewed Papers
15

References

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