Skip to Content
MilliporeSigma
All Photos(2)

Documents

668540

Sigma-Aldrich

(2S,5S)-(–)-5-Benzyl-3-methyl-2-(5-methyl-2-furyl)-4-imidazolidinone

95%

Synonym(s):

(2S,5S)-3-Methyl-2-(5-methyl-2-furanyl)-5-(phenylmethyl)-4-imidazolidinone

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C16H18N2O2
CAS Number:
Molecular Weight:
270.33
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

refractive index

n20/D 1.5598

SMILES string

CN1[C@H](N[C@@H](Cc2ccccc2)C1=O)c3ccc(C)o3

InChI

1S/C16H18N2O2/c1-11-8-9-14(20-11)15-17-13(16(19)18(15)2)10-12-6-4-3-5-7-12/h3-9,13,15,17H,10H2,1-2H3/t13-,15-/m0/s1

InChI key

IQIMPHPFMHVWBZ-ZFWWWQNUSA-N

Application

Catalyst for:
  • Enantioselective organocatalytic transfer hydrogenation of cycloalkenones with tert-Bu Hantzsch ester as source of hydrogen
  • Alkylation of indoles with an α,β-disubstituted α,β-unsaturated aldehyde in the enantioselective preparation of a selective serotonin reuptake inhibitor
  • MacMillan reaction
Highly selective organocatalyst for the Diels-Alder reaction with simple α,β−unsaturated ketones.

Legal Information

U.S. Pat. 6,369,243 and related patents apply. For research purposes only.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Burk, M. J. et al
Journal of the American Chemical Society, 118, 5142-5142 (1996)

Articles

In collaboration with Materia, Inc., we are pleased to offer six imidazolidinone OrganoCatalysts™.

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