79722-10-4

Basic information

• Product Name: (S)-tert-butyl (1-((benzyloxy)amino)-3-methyl-1-oxobutan-2-yl)-carbamate
• Synonyms: (S)-tert-butyl (1-((benzyloxy)amino)-3-methyl-1-oxobutan-2-yl)-carbamate
• CAS NO: 79722-10-4
• Molecular Weight: 322.404
• Mol File: 79722-10-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (S)-tert-butyl (1-((benzyloxy)amino)-3-methyl-1-oxobutan-2-yl)-carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-tert-butyl (1-((benzyloxy)amino)-3-methyl-1-oxobutan-2-yl)-carbamate(79722-10-4)
• EPA Substance Registry System: (S)-tert-butyl (1-((benzyloxy)amino)-3-methyl-1-oxobutan-2-yl)-carbamate(79722-10-4)

Safety Data

• Hazardous Substances Data: 79722-10-4(Hazardous Substances Data)

Upstream product

• 13734-41-3 t-Boc-L-valine 
• 622-33-3 N-benzyloxyamine 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 

Downstream Products

• 79722-16-0 [(S)-1-(Benzyloxy-methyl-carbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Transition-Metal-Free Synthesis of N-Aryl Hydroxamic Acids via Insertion of Arynes

An efficient and transition-metal-free N-arylation of amides via the insertion of arynes into the N-H bonds in the N-alkoxy amides is described. A variety of the reactive functional groups including the reactive aldehyde carbonyl group, furan ring, carbon-carbon double bonds, and free N-H bond of indole are found to be compatible with this process. In particular, the protocol is applicable in the synthesis of structurally diverse N-aryl hydroxamates and hydroxamic acids derived from N-protecting amino acids and peptides. In the presence of multiple amide N-H bonds, the N-arylation reaction can proceed selectively in the N-H bonds of terminal N-OBn amides giving rise to the desired N-aryl hydroxamates.

Design, synthesis and utilization of a novel coupling reagent for the preparation of O-alkyl hydroxamic acids

An efficient novel reagent, phosphoric acid diethyl ester 2-phenyl-benzimidazol-1-yl ester, was designed, and synthesized and its applicability was demonstrated for the preparation of O-alkyl hydroxamic acids. The O-alkyl hydroxamic acids of N-protected a

Solution/solid-phase synthesis of partially modified retro-ψ[NHCH(CF3)]-peptidyl hydroxamates

The synthesis of a novel family of partially-modified (PM) retropeptidyl hydroxamates incorporating a [CH(CF3)CH2CO] unit as a surrogate of the conventional malonyl group, has been accomplished both in solution and in solid-phase. The key step is the Michael-type N-addition of free or polymer bound α-amino hydroxamates to 3-(E-enoyl)-1,3-oxazolidin-2-ones, which takes place very effectively, although with low stereocontrol. A number of tri- and tetra-peptidyl hydroxamates were obtained either in diastereomerically pure form (by solution-phase synthesis, after chromatographic purification), or as mixtures of two epimers in very good chemical purity (by solid-phase, after release from the resin), demonstrating that this method is suitable for preparing combinatorial libraries of PM retro-ψ[NHCH(CF3)]-peptidyl hydroxamates for screening as metalloprotease inhibitors.