287644

(1R,2R)-(−)-Pseudoephedrine

98%

• Synonym(s): α-(1-Methylaminoethyl)benzyl alcohol, (−)-ψ-Ephedrine, (−)-Pseudoephedrine, (1R,2R)-(−)-2-(Methylamino)-1-phenylpropanol, l-Pseudoephedrine
• Linear Formula: C₆H₅CH[CH(NHCH₃)CH₃]OH
• CAS Number: 321-97-1
• Molecular Weight: 165.23
• Beilstein/REAXYS Number: 2803417
• EC Number: 206-292-8
• MDL number: MFCD00002203
• UNSPSC Code: 12352116
• PubChem Substance ID: 24857283
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 98%
• form: solid
• optical activity: [α]20/D −51°, c = 0.6 in ethanol
• mp: 118-120 °C (lit.)
• functional group: amine; hydroxyl; phenyl
• SMILES string: CN[C@H](C)[C@H](O)c1ccccc1
• InChI: 1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m1/s1
• InChI key: KWGRBVOPPLSCSI-SCZZXKLOSA-N

Description

General description

(1R,2R)-(-)-Pseudoephedrine is an enantiomer of ephedrine mainly used as a chiral auxiliary for asymmetric synthesis.

Application

(1R,2R)-(-)-Pseudoephedrine may be used in the preparation of chiral relay ligands, which can catalyze the addition of diethylzinc to aldehydes leading to the corresponding secondary alcohol. The immobilization of pseudoephedrine on Merrifield resin forms a chiral linker, which may be used for the asymmetric alkylation of amides via solid-phase approach.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H314,H317,H336
• pcodes: P260 - P270 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3
• target_organs: Central nervous system
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves