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427470

Sigma-Aldrich

(S)-(−)-N-Benzyl-α-methylbenzylamine

99%

Synonym(s):

(S)-(−)-N-(1-Phenylethyl)benzylamine, (S)-(−)-N-Benzyl-α-phenylethylamine

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About This Item

Linear Formula:
C6H5CH(CH3)NHCH2C6H5
CAS Number:
17480-69-2
Molecular Weight:
211.30
Beilstein/REAXYS Number:
3650264
MDL number:
MFCD00066325
UNSPSC Code:
12352116
PubChem Substance ID:
24866762
NACRES:
NA.22

assay

99%

form

liquid

optical activity

[α]19/D −40°, neat

optical purity

ee: ≥97% (HPLC)

refractive index

n20/D 1.563 (lit.)

bp

171 °C/15 mmHg (lit.)

density

1.01 g/mL at 25 °C (lit.)

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-/m0/s1

InChI key

ZYZHMSJNPCYUTB-ZDUSSCGKSA-N

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Application

(S)-(−)-N-Benzyl-α-methylbenzylamine can be used:
  • In one of the key synthetic steps for the preparation of a cardioprotective drug named CP-060S.
  • To prepare (1S,2S,3S,5R)-tert-butyl 3-[benzyl((S)-1-phenylethyl)amino]-6,6-dimethylbicyclo[3.1.1]heptane-2-carboxylate, an intermediate used to synthesize pinane-based β- and γ-amino acids.
  • To prepare urea derivatives as potent antimicrobial agents.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

235.4 °F

flash_point_c

113 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Stereoselective synthesis of pinane-based beta-and gamma-amino acids via conjugate addition of lithium amides and nitromethane
Szakonyi Z, et al.
Tetrahedron Asymmetry, 21(20), 2498-2504 (2010)

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