76769-66-9

Upstream product

• 75-44-5 phosgene 
• 63-91-2 L-phenylalanine 
• 74654-74-3 Fluorameisensaeure-<1-(1-adamantyl)-1-methylethylester> 

Downstream Products

• 85313-62-8 Adpoc-L-Phe-D-Leu-L-Arg-L-Phe-NH₂ 
• 85313-61-7 Adpoc-L-Phe-D-Leu-OH 
• 85313-60-6 Adpoc-L-Phe-D-Leu-OMe 

Relevant academic research and scientific papers

2(1H)-Pyridone as Leaving Group in Acylation Reactions - Applications in Peptide Synthesis

Alkyl 2-pyridyl carbonates 3 or mixtures of 3 and the isomeric N-(alkoxycarbonyl)-2-pyridones 3' are useful for the introduction of urethane protective groups into amino acids.The N-protected amino acids 7 - 10 react with 2(1H)-pyridone (1a) using the carbodiimide method to yield 2-pyridyl active esters 11, which easily undergo coupling reactions with amino acid esters 12 with elimination of 1a to give peptides 13 in good yields as well as high optical purities.

The 1-(3,5-Di-tert-butylphenyl)-1-methylethoxycarbonyl (t-Bumeoc) Residue, a Protecting Group Cleavable under Extremely Mild Acidic Conditions

The synthesis of 1-(3,5-di-tert-butylphenyl)-1-methylethoxycarbonyl fluoride (8) and its reaction with selected amino acids as well as the 13C NMR spectroscopic characterization of t-Bumeoc derivatives are described.The new protecting group is cleavable under very mild acidic conditions.The kinetics of the cleavage is studied by high-performance liquid chromatography (HPLC).The utility of the t-Bumeoc compared to the Adpoc protecting group is demonstrated taking a derivative of the molluscan neuropeptide as an example.