(R)-(+)-N-Benzyl-α-methylbenzylamine

Name: (<I>R</I>)-(+)-<I>N</I>-Benzyl-α-methylbenzylamine
Brand: ALDRICH

98%

Synonym(s):

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

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About This Item

Linear Formula:

C₆H₅CH(CH₃)NHCH₂C₆H₅

CAS Number:

38235-77-7

Molecular Weight:

211.30

PubChem Substance ID:

24867044

UNSPSC Code:

12352116

Beilstein/REAXYS Number:

3589990

MDL number:

MFCD00015010

Assay:

98%

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Properties

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

Description

Application

Chiral amine used for enantioselective deprotonations.

(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. α_vβ₃ integrin antagonist.
A conformationally restricted piperidine-based analog of deoxynegamycin.
5- and 6-[2,3]-dihydrobenzofuran β-amino acids, which can act as aspartic acid mimetics.