137584-40-8

Basic information

• Product Name: L-Isovaline, 3-Methyl-N-[(phenylMethoxy)carbonyl]-
• Synonyms: L-Isovaline, 3-Methyl-N-[(phenylMethoxy)carbonyl]-
• CAS NO: 137584-40-8
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.30496
• Mol File: 137584-40-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-Isovaline, 3-Methyl-N-[(phenylMethoxy)carbonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Isovaline, 3-Methyl-N-[(phenylMethoxy)carbonyl]-(137584-40-8)
• EPA Substance Registry System: L-Isovaline, 3-Methyl-N-[(phenylMethoxy)carbonyl]-(137584-40-8)

Safety Data

• Hazardous Substances Data: 137584-40-8(Hazardous Substances Data)

Upstream product

• 676268-49-8 (S)-(+)-N-benzyloxycarbonyl-3,4-dimethyl-3-pent-1-enylamine 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 4378-19-2 (S)-α-Methylvaline 
• 1033081-67-2 C₁₉H₂₇NO₄ 

Downstream Products

• 175224-23-4 Z-L-(αMe)Val-F 
• 138142-01-5 (S)-4-isopropyl-4-methyl-oxazolidine-2,5-dione 
• 137584-46-4 2-benzyloxy-4-isopropyl-4-methyl-5(4H)-oxazolone 
• 409320-12-3 Z-L-(αMe)Val-NHEt 
• 409320-07-6 Cbz-L-(α-Me)Val-NH-t-Bu 
• 409320-13-4 Z-L-(αMe)Val-NHMe 
• 711015-19-9 Cbz-L-(αMe)Val-L-Phe-OMe 
• 503564-51-0 Z-L-(αMe)Val-Aib-OtBu 
• 711015-20-2 Cbz-D-Pro-L-(αMe)Val-L-Phe-OMe 
• 409320-08-7 Z-[L-(αMe)Val]2-NHtBu 
• 409320-09-8 Z-[L-(αMe)Val]3-NHtBu 
• 409320-10-1 Z-[L-(αMe)Val]4-NHtBu 
• 182688-21-7 Z-[L-(αMe)Val]2-OtBu 
• 182688-22-8 Z-[L-(αMe)Val]3-OtBu 

Relevant articles and documents

PEPTIDOMIMETIC COMPOUNDS AND ANTIBODY-DRUG CONJUGATES THEREOF

This invention relates to peptidomimetic linkers and anti-body drug conjugates thereof, to pharmaceutical compositions containing them, and to their use in therapy for the prevention or treatment of cancer.

Role of secondary structure in the asymmetric acylation reaction catalyzed by peptides based on chiral Cα-tetrasubstituted α-amino acids

In a recent series of papers, Miller and co-workers were able to show that His(π-Me)-based, terminally protected peptides are potent catalysts of the asymmetric acyl transfer reaction, useful for the kinetic resolution of alcohols. In a structure-supporting solvent, one of the most active compounds, an Aib-containing tetrapeptide, is folded in a doubly intramolecularly H-bonded β-hairpin motif incorporating a type-II′ β-turn conformation. In this work, we have expanded the study of the Miller tetrapeptide by examining a set of analogues and shorter sequences (dipeptide amides), characterized by chiral Cα-tetrasubstituted α-amino acids of diverging bulkiness and optical configuration. Peptide synthesis in solution, conformational analysis by FT-IR absorption and 1H NMR techniques, and screening of catalytic activity as well have been performed. Our results confirm the close relationship between the β-hairpin 3D-structure and the catalytic activity of the peptides. A tetrapeptide analogue slightly more selective than the Miller compound has been found. However, the terminally protected, industrially more appealing, dipeptide amides are poorly effective.