(1R,2R)-(−)-Pseudoephedrine - CAS 321-97-1

(1R,2R)-(−)-Pseudoephedrine is a chiral auxiliary that are temporarily added to organic synthesis reactions to induce chirality in one or more steps of a synthetic route.

Product Information

Canonical SMILES
CN[C@H](C)[C@H](O)c1ccccc1
Purity
98%
MDL
MFCD00002203
Optical Activity
−51°( c = 0.6 in ethanol)
WGK Germany
3

Safety Information

Signal Word
Warning
Precautionary Statement
P261 - P280 - P305+P351+P338
Hazard Statements
H302+H312+H332 - H315 - H319 - H335

Reference Reading

1. Separation of ephedrine and pseudoephedrine enantiomers using a polysaccharide-based chiral column: a normal phase liquid chromatography-high-resolution mass spectrometry approach.
Tajudheen K Karatt, Samir Meissir, Abdul Khader Karakka Kal, Jahfar Nalakath, Moses Philip, Ramy Sayed. Chirality. 2019 Aug; 31(8): 568-574. DOI: 10.1002/chir.23104. PMID: 31250489.
Chiral considerations are found to be very much relevant in various aspects of forensic toxicology and pharmacology. In forensics, it has become increasingly important to identify the chirality of doping agents to avoid legal arguments and challenges to the analytical findings. The scope of this study was to develop an liquid chromatography-mass spectrometry (LCMS) method for the enantiomeric separation of typical illicit drugs such as ephedrines (ie, 1S,2R(+)-ephedrine and 1R,2S(-)-ephedrine) and pseudoephedrine (ie, R,R(-)-pseudoephedrine and S,S(+)-pseudoephedrine) by using normal phase chiral liquid chromatography-high-resolution mass spectrometry technique. Results show that the Lux i-amylose-1 stationary phase has very broad and balancing-enantio-recognition properties towards ephedrine analogues, and this immobilized chiral stationary phase may offer a powerful tool for enantio-separation of different types of pharmaceuticals in the normal phase mode. The type of mobile phase and organic modifier used appear to have dramatic influences on separation quality. Since the developed method was able to detect and separate the enantiomers at very low levels (in pico grams), this method opens easy access for the unambiguous identification of these illicit drugs and can be used for the routine screening of the biological samples in the antidoping laboratories.
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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