ALD00376

Shi-Yu MPAA Ligand

• Synonym(s): N-[[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]oxy]carbonyl]-L-leucine
• Empirical Formula (Hill Notation): C₁₇H₃₁NO₄
• CAS Number: 1047650-54-3
• Molecular Weight: 313.43
• UNSPSC Code: 12352108
• PubChem Substance ID: 329772659
• NACRES: NA.22

Properties

• form: solid
• reaction suitability: reaction type: C-H Activation; reagent type: catalyst; reagent type: ligand; reaction type: Peptide Synthesis
• functional group: amine; carboxylic acid
• storage temp.: 2-8°C
• SMILES string: O=C(O)[C@@H](NC(O[C@H]1[C@H](C(C)C)CC[C@@H](C)C1)=O)CC(C)C
• InChI: 1S/C17H31NO4/c1-10(2)8-14(16(19)20)18-17(21)22-15-9-12(5)6-7-13(15)11(3)4/h10-15H,6-9H2,1-5H3,(H,18,21)(H,19,20)/t12-,13+,14+,15-/m1/s1
• InChI key: JDNKQMWGCKCHBF-CBBWQLFWSA-N

Description

Application

Shi-Yu MPAA Ligand is a monoprotected α-amino acid that can be used as an effective chiral ligand in the asymmetric palladium-catalyzed alkylation reactions. It is also utilized in the alkylation of diphenyl(2-pyridyl)methane and isopropyl pyridines with alkyl boronic acids via enantioselective activation of C(sp²)-H and C(sp³)-H bonds, respectively.[1]
The Shi-Yu MPAA Ligand has been reported by Yu and coworkers to promote the enantioselective C-H activation of cyclopropanes. This transformation is carried out through the coupling of organoboron reagents using palladium-mediated catalysis.[1]

Other Notes

Pd(II)-Catalyzed Enantioselective C–H Activation of Cyclopropanes

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable