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: 2802896
• MDL number: MFCD00064411
• 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.)
• 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
• Signal Word: Warning
• Hazard Statements: H302 - H315 - H319 - H335
• Precautionary Statements: 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 Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves