744298
(5R)-5-(1H-Indol-3-ylmethyl)-2,2,3-trimethyl-4-imidazolidinone monohydrochloride
≥98.5% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C15H19N3O · HCl
CAS Number:
Molecular Weight:
293.79
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/C15H19N3O.ClH/c1-15(2)17-13(14(19)18(15)3)8-10-9-16-12-7-5-4-6-11(10)12;/h4-7,9,13,16-17H,8H2,1-3H3;1H/t13-;/m1./s1
SMILES string
Cl.CN1C(=O)[C@@H](Cc2c[nH]c3ccccc23)NC1(C)C
InChI key
YYTZVVHQTSYLLZ-BTQNPOSSSA-N
assay
≥98.5% (HPLC), 98.5-101.5% (AT)
form
solid
optical activity
[α]/D +106 to +105°, c = 1.43 in methanol
suitability
conforms to structure for Infrared spectrum
Application
Organocatalyst for highly enantioselective Diels-Alder reactions.
Legal Information
U.S. Pat. 6,369,243 and related patents apply. For research purposes only.
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Guilong Li et al.
Angewandte Chemie (International ed. in English), 52(17), 4628-4632 (2013-03-23)
Mild Magic: A mild, enantioselective Diels-Alder reaction, catalyzed by a chiral magnesium phosphate species, has been developed for the synthesis of various chiral spirooxindoles. Molecular sieves were found to have a considerable effect when used as additives in this reaction.
Asymmetric Intramolecular Aza?Michael Reaction Using Environmentally Friendly Organocatalysis.
Takasu, K., et al.
Heterocycles, 59, 51-55 (2003)
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