115374-97-5

Upstream product

• 108-24-7 acetic anhydride 
• 15545-10-5 N^α-Z-His-OMe 
• 501-53-1 benzyl chloroformate 
• 7389-87-9 L-histidine methyl ester dihydrochloride 

Downstream Products

• 105578-20-9 N(α)-benzyloxycarbonyl-N(?)-benzyloxymethyl-L-histidine 
• 115375-03-6 N(α)-benzyloxycarbonyl-N(?)-benzyloxymethyl-L-histidine methyl ester 
• 24305-27-9 L-pyroglutamyl-L-histidyl-L-proline amide 
• 177093-77-5 (S)-3-[3-(Adamantan-1-yloxymethyl)-3H-imidazol-4-yl]-2-benzyloxycarbonylamino-propionic acid 
• 177093-78-6 [(S)-1-[3-(Adamantan-1-yloxymethyl)-3H-imidazol-4-ylmethyl]-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 177093-72-0 (S)-3-[3-(Adamantan-1-yloxymethyl)-3H-imidazol-4-yl]-2-benzyloxycarbonylamino-propionic acid methyl ester 

Relevant academic research and scientific papers

Amino acids and peptides. Part 45. Development of a new Nπ-protecting group of histidine, Nπ-(1-adamantyloxymethyl)-histidine, and its evaluation for peptide synthesis

Nπ-(1-Adamantyloxymethyl)histidine, His(Nπ-1-Adom), is prepared and its properties are examined. The 1-Adom group can be easily removed by trifluoroacetic acid and it is stable to 20% piperidinedimethylformamide and 1 mol dm-3 NaOH. His(Nπ-1-Adom) derivatives can suppress racemization during coupling reactions. His(Nπ-1-Adom) can be used in solid-phase peptide synthesis in combination with fluoren-9-ylmethoxycarbonyl as an Nα-protecting group. Thyrotropin-releasing hormone is successfully synthesized by using His(Nπ-1-Adom).