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Merck
CN

ALD00596

N-((1S,2S)-1-(3,5-Di-tert-butylphenyl)-2-(quinolin-2-yl)butyl)acetamide

≥95%

Synonym(s):

Chiral acetyl-protected aminoethyl quinoline ligand, Et-APAQ

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About This Item

Empirical Formula (Hill Notation):
C29H38N2O
Molecular Weight:
430.62
UNSPSC Code:
12352200
NACRES:
NA.22
MDL number:
MFCD30830353
Assay:
≥95%
Form:
powder or crystals

Key Documents

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SMILES string

N([C@@H]([C@H](CC)c2nc3c(cc2)cccc3)c1cc(cc(c1)C(C)(C)C)C(C)(C)C)C(=O)C

InChI

1S/C29H38N2O/c1-9-24(26-15-14-20-12-10-11-13-25(20)31-26)27(30-19(2)32)21-16-22(28(3,4)5)18-23(17-21)29(6,7)8/h10-18,24,27H,9H2,1-8H3,(H,30,32)/t24-,27-/m1/s1

InChI key

NZPXTQVMJQHEBG-SHQCIBLASA-N

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

Quality Level

100

Related Categories

Application

This chiral acetyl-protected aminoethyl quinoline (APAQ) ligand was developed by the Yu group for ligand-enabled acceleration of Pd-catalyzed enantioselective β-methylene C–H functionalization, which is important for the generation of β-chiral centers in asymmetric synthesis.

Other Notes

Ligand-accelerated enantioselective methylene C(sp3)–H bond activation

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Yu program focuses on efficient C–H bond activation for drug synthesis, using simple starting materials.

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