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726656

Sigma-Aldrich

(S)-(−)-4-Methoxy-α-methylbenzylamine

ChiPros®, produced by BASF, 99%

Synonym(s):

(S)-(−)-1-(4-Methoxyphenyl)ethylamine

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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

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Quality Level

assay

≥98.5% (GC)
99%

form

liquid

optical purity

enantiomeric excess: ≥98.5%

density

1.024 g/mL at 20 °C (lit.)

functional group

amine

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

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1 of 3

This Item
72684295889
assay

≥98.5% (GC), 99%

assay

≥98.5% (GC), 99%

assay

≥98.0% (sum of enantiomers, GC)

Quality Level

100

Quality Level

100

Quality Level

100

form

liquid

form

liquid

form

liquid

density

1.024 g/mL at 20 °C (lit.)

density

1.024 g/mL at 20 °C (lit.)

density

1.024 g/mL at 20 °C (lit.)

grade

produced by BASF

grade

produced by BASF

grade

-

optical purity

enantiomeric excess: ≥98.5%

optical purity

enantiomeric excess: ≥98.5%

optical purity

enantiomeric ratio: ≥97.5:2.5 (GC)

Application

(S)-(−)-4-Methoxy-α-methylbenzylamine is employed in the synthesis of S(+)-4-(1-phenylethylamino)quinazolines,[1] as human immunoglobuline E inhibitor and haloaryl-β-amino acids.[2] It is also used as a precursor to prepare chiral intermediate in the total synthesis of solanoeclepin A.[3]

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


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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.

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