569763
(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride
97%
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About This Item
Empirical Formula (Hill Notation):
C13H18N2O · HCl
CAS Number:
Molecular Weight:
254.76
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
assay
97%
form
solid
optical activity
[α]20/D -67°, c = 1 in H2O
mp
157-161 °C (lit.)
functional group
phenyl
SMILES string
Cl.CN1C(=O)[C@H](Cc2ccccc2)NC1(C)C
InChI
1S/C13H18N2O.ClH/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;/h4-8,11,14H,9H2,1-3H3;1H/t11-;/m0./s1
InChI key
YIYFEXGDFJLJGM-MERQFXBCSA-N
Application
Used in first highly enantioselective organocatalytic Diels-Alder reaction and 1,3-dipolar addition.
Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric Diels-Alder reactions, 1,3-dipolar additions and pyrrole alkylations in high enantiomeric excess.
Legal Information
U.S. Pat. 6,369,243 and related patents apply. For research purposes only.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
Discover Professor David MacMillan's groundbreaking metal-free asymmetric catalysis using imidazolidinone-based organocatalysts for versatile transformations.
Jen, W. S. et al
Journal of the American Chemical Society, 122, 9874-9874 (2000)
Ahrendt, K. A. et al
Journal of the American Chemical Society, 122, 4243-4243 (2000)
New strategies in organic catalysis: the first enantioselective organocatalytic Friedel-Crafts alkylation.
N A Paras et al.
Journal of the American Chemical Society, 123(18), 4370-4371 (2001-07-18)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 569763-2G | 04061833548462 |
| 569763-500MG | 04061833473474 |