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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:
41851-59-6
Molecular Weight:
151.21
Beilstein:
3196456
MDL number:
MFCD00671660
UNSPSC Code:
12352112
PubChem Substance ID:
329764254
NACRES:
NA.22

grade

produced by BASF

Quality Level

100

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

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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
GHS05

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P280 - P305 + P351 + P338 - P310

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

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’.

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The asymmetric synthesis of β-haloaryl-β-amino acid derivatives.
Bull S D, et al.
Synlett, 2000(09), 1257-1260 (2000)
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)

Articles

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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