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689661

Sigma-Aldrich

(1S,2S)-(+)-Norpseudoephedrine

≥98.0% (NT)

Synonym(s):

(+)-Cathine, (+)-Pseudonorephedrine, (1S,2S)-2-Amino-1-phenyl-1-propanol, D-(+)-Norpseudoephedrine

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About This Item

CAS Number:
492-39-7
EC Number:
207-754-1
MDL number:
MFCD01711268
UNSPSC Code:
12352116
PubChem Substance ID:
329761281
Pricing and availability is not currently available.

Assay

≥98.0% (NT)

form

crystals

optical activity

[α]/D +34.0±2.0°, c = 3.5 in ethanol

drug control

USDEA Schedule IV; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

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+/m0/s1

InChI key

DLNKOYKMWOXYQA-IONNQARKSA-N

Application

(1S,2S)-(+)-Norpseudoephedrine can be used:
  • As a starting material for the synthesis of benzamide based ligands applicable in the Tsuji−Trost allylic alkylation reactions.[1]
  • To prepare its catalyst derivatives, which are applicable in the alkylation of benzaldehydes using diethylzinc.[2]

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBK7045V
BCBF9322V
1351588

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β-Amino alcohols derived from (1R,2S)-norephedrine and (1S, 2S)-pseudonorephedrine as catalysts in the asymmetric addition of diethylzinc to aldehydes
Parrott II, et al.
Tetrahedron Asymmetry, 19(1), 19-26 (2008)
β-Hydroxy and β-(o-diphosphino) benzoyloxy (o-diphosphino) benzamides as ligands for asymmetric allylic alkylation
Mahadik GS, et al.
Tetrahedron Asymmetry, 20(10), 1132-1137 (2009)
Kuei Hui Chan et al.
Journal of analytical toxicology, 33(3), 162-166 (2009-04-18)
Sho-seiryu-to is one of the most common Traditional Chinese Medicine preparations for the attenuation of colds. Ephedrae Herba is one of the prescriptions of Sho-seiryu-to. The major ingredients of Ephedrae Herba, ephedrines, are banned substances on the World Anti-Doping Agency
Hesham Abdul Aziz et al.
The journal of sexual medicine, 6(3), 682-695 (2009-01-16)
Khat (Catha edulis) is an evergreen tree/shrub that is thought to affect sexual motivation or libido. Its positive effect on sexual desire is more frequently observed in females than in males and occurs when khat is chewed. Thus, khat's effects
Veniero Gambaro et al.
Forensic science international, 217(1-3), 87-92 (2011-10-26)
In the last years, all the vegetable material supposed to belong to the Catha Edulis species, seized at the Malpensa and Orio al Serio airports, were analyzed in our laboratory on behalf of the Tribunals of Busto Arsizio and Bergamo
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