199541-48-5

Upstream product

• 114516-74-4 ((S)-2-Amino-hexanoylamino)-acetic acid methyl ester 
• 114516-71-1 (S)-methyl 2-(2-(tert-butoxycarbonylamino)hexanamido)acetate 
• 6404-28-0 Boc-Nle-OH 
• 199541-47-4 {(S)-2-[2-(4-Hydroxy-phenyl)-acetylamino]-hexanoylamino}-acetic acid methyl ester 

Downstream Products

• 152548-39-5 AR-R 15849 
• 152548-36-2 Hpa-Nle-Gly-Trp-Nle-MeAsp-Phe-NH₂ 

Relevant academic research and scientific papers

Synthesis and biological evaluation of potent, selective, hexapeptide CCK-A agonist anorectic agents

Cholecystokinin (CCK) is a 33-amino acid peptide with multiple functions in both the central nervous system (via CCK-B receptors) and the periphery (via CCK-A receptors). CCK mediation of satiety via the A-receptor subtype suggest a role for CCK in the ma

Amino acids and peptides. LI. Application of the 2- adamantyloxycarbonyl (2-Adoc) group to the protection of the hydroxyl function of tyrosine in peptide synthesis

A 2-adamantyloxycarbonyl (2-Adoc) group was introduced as a protecting group for the hydroxyl function of tyrosine (Tyr) through the Shotten- Bauman reaction of 2-adamantyloxycarbonyl chloride with the copper complex of Tyr. The 2-Adoc group is stable to trifluoroacetic acid (TFA), 5.0 N HCl/dioxane, hydrogenation over a Pd catalyst and tertiary amine, and is easily removed by treatment with 1M trifluoromethanesulfonic acid (TFMSA)- thioanisole/TFA and HF. Boc-Tyr(2-Adoc)-OH was prepared by the reaction of (Boc)2O and H-Tyr(2-Adoc)-OH in the presence of triethylamine. Boc-Tyr(2- Adoc)-OH was successfully applied to the synthesis of Boc-Ala-Thr-Val- Lys(2-Adoc)-Phe-Lys(2-Adoc)-Tyr(2-Adoc)-Gly-OH, corresponding to the sequence 1-9 of Sulfolobus solfataricus RNase, and Boc-Tyr(2-Adoc)-Asp(O- 2-Ada)-Glu(O-cHex)-Gly-OH, corresponding to the sequence 33-36 of S. solfataricus RNase. Boc-Phe-Lys(2-Adoc)-Tyr(2-Adoc)-Lys(2-Adoc)-Gly-OBzl was treated with anhydrous HF to afford H-Phe-Lys-Tyr-Gly-OH without any side reactions, in a good yield.