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726842

Sigma-Aldrich

(R)-(+)-4-Methoxy-α-methylbenzylamine

ChiPros®, produced by BASF, 99%

Synonym(s):

(R)-(+)-1-(4-Methoxyphenyl)ethylamine

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About This Item

Empirical Formula (Hill Notation):
C9H13NO
CAS Number:
22038-86-4
Molecular Weight:
151.21
Beilstein:
2413029
MDL number:
MFCD00671659
UNSPSC Code:
12352112
PubChem Substance ID:
329764270
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.)

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-/m1/s1

InChI key

JTDGKQNNPKXKII-SSDOTTSWSA-N

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Application

(R)-(+)-4-Methoxy-α-methylbenzylamine can be used as a reactant to prepare:
  • Enantiopure stereoisomers of hemicryptophanes, which are used for the recognition of glucopyranosides.
  • Bicyclic Geissman-Waiss lactone via intramolecular ring-closure reaction of the diastereomeric mixture of sulfonium salts.
  • N-[(1R)-1-(4-Methoxyphenyl)ethyl]-N′-methylthiourea by reacting with methyl isothiocyanate.

Legal Information

ChiPros is a registered trademark of BASF SE

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314,H317,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1A

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG4813
BCCF7739
BCCF7738
BCCF0793
BCCD2670

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Yohan Park et al.
Archives of pharmacal research, 35(8), 1393-1401 (2012-09-04)
Thirty two thiourea derivatives were prepared and their agonistic activities on the retinoic acid receptor-related orphan receptor α (RORα) were evaluated. The replacement of the 3-allyl-2-imino-thiazolidin-4-one moiety of the lead compound CGP52608 (1) with various functional group substituted aromatic rings

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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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