317500

(1S,2R)-(+)-Norephedrine

98%

• Synonym(s): (1S,2R)-2-Amino-1-phenyl-1-propanol, erythro-α-(1-aminoethyl)benzyl alcohol, D-(+)-Norephedrine, Phenylpropanolamine
• Linear Formula: C₆H₅CH(OH)CH(CH₃)NH₂
• CAS Number: 37577-28-9
• Molecular Weight: 151.21
• Beilstein/REAXYS Number: 2802896
• MDL number: MFCD00064411
• UNSPSC Code: 12352116
• PubChem Substance ID: 24859081
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 98%
• form: solid
• optical activity: [α]20/D +40°, c = 7 in 1 M HCl
• mp: 51-54 °C (lit.)
• functional group: amine; hydroxyl; phenyl
• storage temp.: 2-8°C
• SMILES string: C[C@@H](N)[C@@H](O)c1ccccc1
• InChI: 1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m1/s1
• InChI key: DLNKOYKMWOXYQA-VXNVDRBHSA-N

Description

General description

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

Application

(1S,2R)-(+)-Norephedrine may be used in the preparation of dendritic ligands, which on combining with Ru(II) complexes form efficient asymmetric transfer hydrogenation catalysts. It may also be used in the preparation of N-((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)furan-2-carboxamide. This chiral amide can efficiently catalyze the enantioselective ethylation of aromatic and heteroaromatic aldehydes to secondary alcohols in the absence of titanium tetraisopropoxide as promotor.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H315,H319,H335
• pcodes: P261 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves