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900715

Sigma-Aldrich

N-((S)-1-((4S,5S)-4-Benzyl-5-phenyl-4,5-dihydrooxazol-2-yl)-2,2-dimethylpropyl)acetamide

Synonym(s):

Chiral MPAO ligand

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About This Item

Empirical Formula (Hill Notation):
C23H28N2O2
CAS Number:
2079094-32-7
Molecular Weight:
364.48
UNSPSC Code:
12161600
NACRES:
NA.22

assay

≥95%

form

powder or crystals

reaction suitability

reaction type: C-C Bond Formation
reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation

mp

130 °C

storage temp.

2-8°C

Application

N-((S)-1-((4S,5S)-4-Benzyl-5-phenyl-4,5-dihydrooxazol-2-yl)-2,2-dimethylpropyl)acetamide is a chiral ligand developed by Jin-Quan Yu′s lab for Pd(II)-catalyzed enantioselective β-C(sp3)H arylation, alkenylation, and alkynylation. This mono-protected aminomethyl oxazoline (MPAO) ligand was used in the challenging desymmetrization of isopropyl groups.

Other Notes

Formation of α-chiral centers by asymmetric β-C(sp3)–H arylation, alkenylation, and alkynylation

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Yu Group – Professor Product Portal

The Yu program centers around the discovery of catalytic carbon–carbon and carbon–heteroatom bond forming reactions based on C–H activation. Target transformations are selected to enable 1) the use of simple and abundant starting materials such as aliphatic acids, amines and alcohols, and 2) disconnections that drastically shorten the synthesis of a drug molecule or a major class of biologically active compounds.

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