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726583

Sigma-Aldrich

(S)-(−)-α-Méthylbenzylamine

ChiPros®, produced by BASF, ≥99.0%

Synonyme(s) :

(S)-(−)-1-Phenylethylamine

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About This Item

Formule linéaire :
C6H5CH(CH3)NH2
Numéro CAS:
2627-86-3
Poids moléculaire :
121.18
Beilstein:
2204907
Numéro CE :
220-098-0
Numéro MDL:
MFCD00064406
Code UNSPSC :
12352116
ID de substance PubChem :
329764248
Nomenclature NACRES :
NA.22

Qualité

produced by BASF

Pression de vapeur

0.5 mmHg ( 20 °C)

Essai

≥99.0% (GC)
≥99.0%

Forme

liquid

Pureté optique

enantiomeric excess: ≥99.0%

Indice de réfraction

n20/D 1.526 (lit.)

pb

187 °C (lit.)

Densité

0.94 g/mL at 25 °C (lit.)

Groupe fonctionnel

amine
phenyl

Chaîne SMILES 

C[C@H](N)c1ccccc1

InChI

1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1

Clé InChI

RQEUFEKYXDPUSK-ZETCQYMHSA-N

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Application

  • The first example of a diastereoselective thio-Ugi reaction: a new synthetic approach to chiral imidazole derivatives.: This research presents a novel diastereoselective thio-Ugi reaction, enabling the synthesis of chiral imidazole derivatives, which are essential in asymmetric synthesis and pharmaceutical intermediates (Gulevich et al., 2007).
  • Synthesis and serotonin receptor affinities of a series of enantiomers of alpha-methyltryptamines: evidence for the binding conformation of tryptamines at serotonin 5-HT1B receptors.: This study investigates the synthesis and serotonin receptor affinities of alpha-methyltryptamine enantiomers, contributing to the understanding of chiral compounds in medicinal chemistry (Nichols et al., 1988).

Informations légales

ChiPros is a registered trademark of BASF SE

Pictogrammes

Skull and crossbonesCorrosion
GHS06,GHS05

Mention d'avertissement

Danger

Mentions de danger

H302,H311,H314

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Skin Corr. 1B

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

158.0 °F - closed cup

Point d'éclair (°C)

70 °C - closed cup

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Certificats d'analyse (COA)

Lot/Batch Number
BCBS1085V
BCBT9799
BCBL3421V
BCBC4054V
BCBC4054

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(S)-(−)-4-Methoxy-α-methylbenzylamine ChiPros®, produced by BASF, 99%

Sigma-Aldrich

726656

(S)-(−)-4-Methoxy-α-methylbenzylamine

(S)-(−)-N-Benzyl-α-methylbenzylamine 99%

Sigma-Aldrich

427470

(S)-(−)-N-Benzyl-α-methylbenzylamine

R Moaddel et al.
Chirality, 17(8), 501-506 (2005-08-23)
A liquid chromatography stationary phase containing immobilized membranes obtained from a cell line that expresses the human organic cation transporter (hOCT1-IAM) has been used to study the binding of the enantiomers of propranolol, atenolol, pseudoephedrine, and alpha-methylbenzylamine to the immobilized
Abraham R Martin et al.
Applied microbiology and biotechnology, 76(4), 843-851 (2007-06-22)
Enzyme immobilization often improves process economics, but changes in kinetic properties may also occur. The immobilization of a recombinant thermostable (S)-aminotransferase was made by entrapment on calcium alginate-3% (w/v)-and tested with (S)-(-)-(alpha)-methylbenzylamine for acetophenone production. The best immobilization results were
Carlos Fernandes et al.
The Journal of organic chemistry, 74(8), 3217-3220 (2009-03-17)
A short, convenient, gram scale protocol has been established to allow facile access to all four stereoisomers of 2-aminocyclobutanecarboxylic acid, each in enantiomerically pure form (ee >99%). Starting from the readily available cis racemate, the procedure combines efficient alpha-phenylethylamine derivative
Antoine Fadel et al.
The Journal of organic chemistry, 72(5), 1780-1784 (2007-01-30)
Enantiomerically pure (R)-(+)-pipecolic acid was synthesized in four steps and 42% overall yield starting from dihydropyran and (R)-alpha-methylbenzylamine. A general short strategy is also described for preparing (S)-proline (47.5% overall yield) and derivatives.
Paul E Harrington et al.
Current medicinal chemistry, 14(28), 3027-3034 (2008-01-29)
The calcium sensing receptor (CaR) is a G protein-coupled receptor (GPCR) that plays a fundamental role in serum calcium homeostasis. The CaR is expressed on the chief cells of the parathyroid gland and is responsible for controlling the secretion of
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ChiPros Chiral Amines

Chiral amines play an important role in stereoselective organic synthesis. They are used directly as resolving agents, building blocks, or chiral auxiliaries.

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