409320-10-1

Basic information

• Product Name: Z-[L-(αMe)Val]4-NHtBu
• CAS NO: 409320-10-1
• Molecular Weight: 659.91
• Mol File: 409320-10-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Z-[L-(αMe)Val]4-NHtBu(CAS DataBase Reference)
• NIST Chemistry Reference: Z-[L-(αMe)Val]4-NHtBu(409320-10-1)
• EPA Substance Registry System: Z-[L-(αMe)Val]4-NHtBu(409320-10-1)

Safety Data

• Hazardous Substances Data: 409320-10-1(Hazardous Substances Data)

Upstream product

• 409320-09-8 Z-[L-(αMe)Val]3-NHtBu 
• 409320-08-7 Z-[L-(αMe)Val]2-NHtBu 
• 675105-41-6 H-[L-(αMe)Val]2-NHtBu 
• 409320-07-6 Cbz-L-(α-Me)Val-NH-t-Bu 
• 137584-40-8 (S)-(+)-2-benzyloxycarbonylamino-2,3-dimethylbutanoic acid 
• 175224-23-4 Z-L-(αMe)Val-F 

Relevant articles and documents

Nitroxyl peptides as catalysts of enantioselective oxidations

The achiral, nitroxyl-containing α-amino acid TOAC (TOAC = 2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic acid), in combination with the chiral α-amino acid Cα-methyl valine [(αMe)Val], was used to prepare short peptides (from di- to hexa-) that induced the enantioselective oxidation of racemic 1-phenylethanol to acetophenone. The best catalyst was an Nα-acylated dipeptide alkylamide with the -TOAC-(αMe)Val- sequence folded in a stable, intramolecularly hydrogen-bonded β-turn conformation with large, lipophilic (hydrophobic) N- and C-terminal blocking groups. We rationalized our findings by proposing models for the diastereomeric intermediates between (R)-[and (S)]-1-phenylethanol and the catalyst Fmoc-TOAC-L(αMe)Val-NHiPr, based on the X-ray diffraction structure of the latter.