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317500

Sigma-Aldrich

(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:
Molecular Weight:
151.21
Beilstein:
2802896
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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.

Packaging

10, 50 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

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

Certificate of Analysis

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Certificate of Origin

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