911307-89-6

Basic information

• Product Name: N-(t-butoxy)carbonyl-N'-benzyl-L-histidine methyl ester
• Synonyms: N-(t-butoxy)carbonyl-N'-benzyl-L-histidine methyl ester
• CAS NO: 911307-89-6
• Molecular Weight: 359.425
• Mol File: 911307-89-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-(t-butoxy)carbonyl-N'-benzyl-L-histidine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(t-butoxy)carbonyl-N'-benzyl-L-histidine methyl ester(911307-89-6)
• EPA Substance Registry System: N-(t-butoxy)carbonyl-N'-benzyl-L-histidine methyl ester(911307-89-6)

Safety Data

• Hazardous Substances Data: 911307-89-6(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 100-39-0 benzyl bromide 
• 2488-14-4 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(1H-imidazol-4-yl)propanoate 
• 2488-14-4 N-(tert-butoxycarbonyl)-L-histidine methyl ester 
• 67-56-1 methanol 
• 20898-44-6 Boc-His(Bzl)-OH 

Downstream Products

• 19817-75-5 N'-benzyl-L-histidine methyl ester 
• 1318799-06-2 C₉₉H₁₂₀N₂₂O₁₂ 
• 1318799-11-9 C₁₃₈H₁₅₉N₃₁O₁₅ 

Relevant articles and documents

The first total synthesis of gobichelin B: A mixed-ligand siderophore of: Streptomyces sp. NRRL F-4415

The first total synthesis of a structurally diverse mixed ligand siderophore, gobichelin B produced by Streptomyces sp. NRRL F-4415, is reported. The systematic assembly of the building blocks to synthesize Gob-B 1st half and Gob-B 2nd half and subsequent coupling of these two fragments followed by global deprotection using Pearlman's catalyst led to the isolation of gobichelin B in excellent yield and purity.

Substrate-directed lewis-acid catalysis for peptide synthesis

A Lewis-acid-catalyzed method for the substrate-directed formation of peptide bonds has been developed, and this powerful approach is utilized for the new "remote" activation of carboxyl groups under solvent-free conditions. The presented method has the following advantages: (1) the high-yielding peptide synthesis uses a tantalum catalyst for any amino acids; (2) the reaction proceeds without any racemization; (3) the new substrate-directed chemical ligation using the titanium catalyst is applicable to convergent peptide synthesis. These advantages overcome some of the unresolved problems in classical peptide synthesis.