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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:
22038-86-4
Molecular Weight:
151.21
UNSPSC Code:
12352112
NACRES:
NA.22
PubChem Substance ID:
329764270
MDL number:
MFCD00671659
Beilstein/REAXYS Number:
2413029

Key Documents

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Product Name

(R)-(+)-4-Methoxy-α-methylbenzylamine, ChiPros®, produced by BASF, 99%

InChI

1S/C9H13NO/c1-7(10)8-3-5-9(11-2)6-4-8/h3-7H,10H2,1-2H3/t7-/m1/s1

SMILES string

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

InChI key

JTDGKQNNPKXKII-SSDOTTSWSA-N

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

Quality Level

100

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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

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

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

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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