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Merck
CN

726842

(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:
Molecular Weight:
151.21
UNSPSC Code:
12352112
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2413029
Assay:
≥98.5% (GC), 99%
Form:
liquid
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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-/m1/s1

InChI key

JTDGKQNNPKXKII-SSDOTTSWSA-N

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

signalword

Danger

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

Not applicable

flash_point_c

Not applicable



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Articles

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


Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides
Schmitt A, et al.
Organic & Biomolecular Chemistry, 12(24), 4211-4217 (2014)
Synthesis of (+)-and (-)-Geissman-Waiss lactone from chiral sulfonium salts
Lopez-Gonzalez R, et al.
Tetrahedron Letters, 12(24), 151697-151697 (2020)
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



Global Trade Item Number

SKUGTIN
726842-25G04061832720005
726842-100G04061832719993
726842-5G04061832720012