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317500

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

98%

Synonym(s):

(1S,2R)-2-Amino-1-phenyl-1-propanol, erythro-α-(1-aminoethyl)benzyl alcohol, D-(+)-Norephedrine, Phenylpropanolamine

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About This Item

Linear Formula:
C6H5CH(OH)CH(CH3)NH2
CAS Number:
37577-28-9
Molecular Weight:
151.21
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
24859081
MDL number:
MFCD00064411
Beilstein/REAXYS Number:
2802896
eCl@ss:
32150313
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description

Drug Control: Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet

Quality Segment

assay

98%

form

solid

optical activity

[α]20/D +40°, c = 7 in 1 M HCl

reaction suitability

reagent type: chrial catalyst

drug control

Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet

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

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

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

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

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