187753-75-9

Basic information

• Product Name: Cbz-Ile-MeVal-MeAla-NHNHBoc
• Synonyms: Cbz-Ile-MeVal-MeAla-NHNHBoc
• CAS NO: 187753-75-9
• Molecular Weight: 577.721
• Mol File: 187753-75-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cbz-Ile-MeVal-MeAla-NHNHBoc(CAS DataBase Reference)
• NIST Chemistry Reference: Cbz-Ile-MeVal-MeAla-NHNHBoc(187753-75-9)
• EPA Substance Registry System: Cbz-Ile-MeVal-MeAla-NHNHBoc(187753-75-9)

Safety Data

• Hazardous Substances Data: 187753-75-9(Hazardous Substances Data)

Upstream product

• 187753-74-8 Cbz-MeVal-MeAla-NHNHBoc 
• 187753-72-6 Cbz-MeAla-NHNH-Boc 
• 870-46-2 t-butoxycarbonylhydrazine 
• 3160-59-6 N-Cbz-L-Isoleucine 
• 383396-86-9 N'-{(S)-2-[Methyl-((S)-3-methyl-2-methylamino-butyryl)-amino]-propionyl}-hydrazinecarboxylic acid tert-butyl ester 

Downstream Products

• 2503-26-6 destruxin B 
• 383397-22-6 carbonic acid benzyl ester 1-(2-{1-[(1-{[2-(N'-tert-butoxycarbonyl-hydrazino)-1-methyl-2-oxo-ethyl]-methyl-carbamoyl}-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butylcarbamoyl}-pyrrolidine-1-carbonyl)-3-methyl-3-triethylsilanyloxy-butyl ester 

Relevant articles and documents

Probing host-selective phytotoxicity: Synthesis of destruxin B and several natural analogues

The syntheses of the host-selective phytotoxin destruxin B [cyclo(βAla-Hmp-Pro-Ile-MeVal-MeAla), Hmp = (2R)-2-hydroxy-4-methylpentanoic acid], and the closely related natural analogues homodestruxin B (MeVal→MeIle), desmethyldestruxin B (MeVal→Val), hydroxydestruxin B (Hmp→Dhmp, Dhmp = (2R)-2,4-dihydroxy-4-methylpentanoic acid), and hydroxyhomodestruxin B (MeVal→MeIle, Hmp→Dhmp) are described. In each case, the MeAla-βAla linkage was formed by cyclization and the precursor linear hexadepsipeptides were formed by condensing two three-residue fragments. Radiolabeled samples of destruxin B, homodestruxin B, and hydroxydestruxin B were prepared by coupling [3-14C]-β-alanine to the appropriate pentadepsipeptide followed by cyclization. A noteworthy feature of the synthesis involves the novel use of a Boc-hydrazide protecting group on dipeptides with a C-terminal N-methylalanine residue to inhibit the otherwise facile dioxopiperazine formation during peptide coupling.