Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

431737

Sigma-Aldrich

(R)-(+)-N-Benzyl-α-methylbenzylamine

98%

Synonym(s):

(R)-(+)-N-(1-Phenylethyl)benzylamine, (R)-(+)-N-Benzyl-1-phenylethylamine

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C6H5CH(CH3)NHCH2C6H5
CAS Number:
Molecular Weight:
211.30
Beilstein/REAXYS Number:
3589990
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:

assay

98%

optical activity

[α]20/D +38°, neat

optical purity

ee: ≥97% (HPLC)

refractive index

n20/D 1.564 (lit.)

bp

171 °C/15 mmHg (lit.)

density

1.01 g/mL at 25 °C (lit.)

functional group

amine
phenyl

SMILES string

C[C@@H](NCc1ccccc1)c2ccccc2

InChI

1S/C15H17N/c1-13(15-10-6-3-7-11-15)16-12-14-8-4-2-5-9-14/h2-11,13,16H,12H2,1H3/t13-/m1/s1

InChI key

ZYZHMSJNPCYUTB-CYBMUJFWSA-N

Looking for similar products? Visit Product Comparison Guide

Application

(R)-(+)-N-Benzyl-α-methylbenzylamine may be used to prepare:
  • tert-Butyl (3S)-3-{benzyl[(1R)-1-phenylethyl]amino}-3-(6-methoxypyridin-3-yl)propanoate, an intermediate for the synthesis of the Merck & Co. Inc., Kenilworth, NJ, U.S. αvβ3 integrin antagonist.[1]
  • A conformationally restricted piperidine-based analog of deoxynegamycin.[2]
  • 5- and 6-[2,3]-dihydrobenzofuran β-amino acids, which can act as aspartic acid mimetics.[3]
Chiral amine used for enantioselective deprotonations.[4][5][6][7]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Conformationally restricted analogs of deoxynegamycin.
Raju B, et al.
Bioorganic & Medicinal Chemistry Letters, 14(12), 3103-3107 (2004)
Syntheses of 5-and 6-[2,3]-dihydrobenzofuran ?-amino acids.
Coleman PJ, et al.
Tetrahedron Letters, 41(31), 5803-5806 (2000)
An Efficient Synthesis of an av?3 Antagonist.
Yasuda N, et al.
The Journal of Organic Chemistry, 69(6), 1959-1966 (2004)
Bunn, B.J. Simpkins, N.S.
The Journal of Organic Chemistry, 58, 533-533 (1993)
Price, D. Simpkins, N.S.
Tetrahedron Letters, 36, 6135-6135 (1995)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service