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Merck

317500

Sigma-Aldrich

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

98%

Synonym(e):

(1S,2R)-2-Amino-1-phenyl-1-propanol, erythro-α-(1-Aminoethyl)-benzylalkohol, D-(+)-Norephedrin, Phenylpropanolamin

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About This Item

Lineare Formel:
C6H5CH(OH)CH(CH3)NH2
CAS-Nummer:
Molekulargewicht:
151.21
Beilstein:
2802896
MDL-Nummer:
UNSPSC-Code:
12352116
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

98%

Form

solid

Optische Aktivität

[α]20/D +40°, c = 7 in 1 M HCl

mp (Schmelzpunkt)

51-54 °C (lit.)

Funktionelle Gruppe

amine
hydroxyl
phenyl

Lagertemp.

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

InChIKey

DLNKOYKMWOXYQA-VXNVDRBHSA-N

Allgemeine Beschreibung

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

Anwendung

(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.

Anwendung

Produkt-Nr.
Beschreibung
Preisangaben

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Chiral amide from (1S, 2R)-(+)-norephedrine alkaloid in the enantioselective addition of diethylzinc to aryl and heteroaryl aldehydes.
Ananthi N, et al.
Tetrahedron Asymmetry, 20(15), 1731-1735 (2009)
Dendritic catalysts for asymmetric transfer hydrogenation based (1S, 2R)-norephedrine derived ligands.
Liu PN, et al.
Tetrahedron Asymmetry, 14(16), 2481-2485 (2003)
Ana Caroline Costa Sa et al.
Scientific reports, 9(1), 8795-8795 (2019-06-21)
Growing evidence suggests that peripheral factors to the brain driving neuro-inflammation could affect Alzheimer's Disease (AD) and Parkinson's Disease (PD) severity. Herpes simplex virus type 1 (HSV1) infection has been associated with AD while other related viruses, including cytomegalovirus (CMV)
Stefan W Toennes et al.
Journal of pharmaceutical and biomedical analysis, 179, 113008-113008 (2019-12-02)
Each year, synthetic drugs are occurring in high numbers in the illicit drug market. But data on their pharmacology and toxicology are scarcely available. Therefore, a pilot study was performed to evaluate excretion of 4-fluoroamphetamine (4FA) in humans and identify
María José Ojeda-Montes et al.
Future medicinal chemistry, 9(18), 2129-2146 (2017-11-28)
Extracts from Ephedra species have been reported to be effective as antidiabetics. A previous in silico study predicted that ephedrine and five ephedrine derivatives could contribute to the described antidiabetic effect of Ephedra extracts by inhibiting dipeptidyl peptidase IV (DPP-IV).

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