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900717

Sigma-Aldrich

N-((1S,2S)-1-((R)-4-Isopropyl-4,5-dihydrooxazol-2-yl)-2-methylbutyl)acetamide

≥95%

Synonym(s):

Chiral APAO ligand

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About This Item

Empirical Formula (Hill Notation):
C13H24N2O2
Molecular Weight:
240.34
UNSPSC Code:
12352200
NACRES:
NA.22

Assay

≥95%

form

powder

reaction suitability

reaction type: C-H Activation
reagent type: catalyst

color

white

storage temp.

2-8°C

SMILES string

CC(C)[C@H]1N=C([C@@H](NC(C)=O)[C@@H](CC)C)OC1

Application

Chiral bidentate ligand developed by Jin-Quan Yu′s lab for enantioselective borylation of C(sp3)–H bonds. This acetyl-protected aminomethyl oxazoline (APAO) ligand was demonstrated to be compatible with carbocyclic substrates with both α-tertiary and α-quaternary carbon centers.

Other Notes

Pd(II)-Catalyzed Enantioselective C(sp3)–H Borylation

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Related Content

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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