Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

726656

Sigma-Aldrich

(S)-(−)-4-Methoxy-α-methylbenzylamine

ChiPros®, produced by BASF, 99%

Synonym(s):

(S)-(−)-1-(4-Methoxyphenyl)ethylamine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H13NO
CAS Number:
Molecular Weight:
151.21
Beilstein/REAXYS Number:
3196456
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.22

grade

produced by BASF

assay

≥98.5% (GC)
99%

form

liquid

optical purity

enantiomeric excess: ≥98.5%

density

1.024 g/mL at 20 °C (lit.)

SMILES string

COc1ccc(cc1)[C@H](C)N

InChI

1S/C9H13NO/c1-7(10)8-3-5-9(11-2)6-4-8/h3-7H,10H2,1-2H3/t7-/m0/s1

InChI key

JTDGKQNNPKXKII-ZETCQYMHSA-N

Looking for similar products? Visit Product Comparison Guide

Application

(S)-(−)-4-Methoxy-α-methylbenzylamine is employed in the synthesis of S(+)-4-(1-phenylethylamino)quinazolines, as human immunoglobuline E inhibitor and haloaryl-β-amino acids. It is also used as a precursor to prepare chiral intermediate in the total synthesis of solanoeclepin A.

Legal Information

ChiPros is a registered trademark of BASF SE

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Novel Synthesis of the ABC Rings of Solanoeclepin A.
Lin Y T, et al.
Organic Letters, 16(22), 5948-5951 (2014)
S (+)-4-(1-phenylethylamino) quinazolines as inhibitors of human immunoglobuline E synthesis: potency is dictated by stereochemistry and atomic point charges at N-1.
Berger M, et al.
Journal of Medicinal Chemistry, 44(18), 3031-3038 (2001)
The asymmetric synthesis of β-haloaryl-β-amino acid derivatives.
Bull S D, et al.
Synlett, 2000(09), 1257-1260 (2000)

Articles

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service