685429
(R)-Mac-H
Synonym(s):
MacMillan catalyst - Hantzsch Ester combination
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About This Item
form
solid
mp
99-145 °C
functional group
carboxylic acid, ester, fluoro
SMILES string
OC(=O)C(F)(F)F.CN1[C@@H](NCC1=O)C(C)(C)C.CCOC(=O)C2=C(C)NC(C)=C(C2)C(=O)OCC
InChI
1S/C13H19NO4.C8H16N2O.C2HF3O2/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3;1-8(2,3)7-9-5-6(11)10(7)4;3-2(4,5)1(6)7/h14H,5-7H2,1-4H3;7,9H,5H2,1-4H3;(H,6,7)/t;7-;/m.1./s1
InChI key
VPEIUDRYFWHOML-QABCSGHHSA-N
Application
A mixture of a chiral imidazolidinone with the Hantzsch ethyl ester; formally transfers hydrogen asymmetrically to enals resulting in chiral aldehydes.
Legal Information
U.S. Pat. 6,369,243 and related patents apply. For research purposes only.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Stéphane G Ouellet et al.
Journal of the American Chemical Society, 127(1), 32-33 (2005-01-06)
The first enantioselective organocatalytic hydride reduction has been accomplished. The use of iminium catalysis has provided a new organocatalytic strategy for the enantioselective reduction of beta,beta-substituted alpha,beta-unsaturated aldehydes to generate beta-stereogenic aldehydes. The use of imidazolidinone 2 as the asymmetric
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 685429-1G | 04061826700457 |