7488-96-2

Upstream product

• 5609-49-4 L-Tryptophyl-L-methionyl-L-aspartyl-L-phenylalanine amide hydrochloride 
• 65785-41-3 Boc-β-Ala-ONB 
• 207744-21-6 Boc-βAla-Δ^ZTrp-Met-Asp-Phe-NH2 
• 63-68-3 L-methionine 
• 5241-58-7 L-Phenylalanine amide 
• 5241-67-8 H-Asp(O-tBu)-Phe-NH₂ 
• 5549-49-5 Z-Asp(OBu^t)-Phe-NH₂ 
• 5549-50-8 Boc-Trp-Met-Asp(OBu^t)-Phe-NH₂ 
• 54855-10-6 Boc-Trp-Met-OH 
• 53666-03-8 Boc-Trp-ONB 
• 88463-18-7 (S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 60058-69-7 (tert-butyloxycarbonyl)-β-benzyl-L-aspartyl-L-phenylalanine amide 
• 5609-55-2 O-benzylaspartyl-phenylalanine amide 

Relevant academic research and scientific papers

Microwave-assisted solution phase peptide synthesis in neat water

An environmentally benign protocol for solution phase peptide synthesis has been developed in neat water using TBTU/HOBt/DIEA as a coupling combination under microwave irradiation. Key features of this procedure are the replacement of commonly used toxic organic solvents like DMF and NMP, the use of lower amounts of reactants, compatibility with both N-α-Boc- and N-α-Fmoc-protected amino acids and all commonly used side-chain protective groups, short reaction time, and racemization-free synthesis in high yield and purity. The Royal Society of Chemistry 2013.

Asymmetric reduction of (Z)-α,β-dehydrotryptophanyl-containing biological peptides with sulfur functionality. Influence of substrate on stereoselectivity

Two (Z)-α,β-dehydropentapeptides, Boc-βAla-Δ(Z) Trp-Met-Asp-Phe-NH2 1 and Boc-AlaΔ(Z)-Trp-NLeu-Asp-Phe-NH2 2, have been synthesized by enzymatic α,β-dehydrogenation, and then submitted to rhodium-catalysed asymmetric hydrogenation. The influence of the S-atom on the rate and stereoselectivity of the reduction have been investigated. (C) 2000 Elsevier Science Ltd.

N-substituted cycloalkyl and polycycloalkyl α-substituted Trp-Phe- and phenethylamine derivatives

Novel unnatural dipeptoids of α-substituted Trp-Phe derivatives useful as agents in the treatment of obesity, hypersecretion of gastric acid in the gut, gastrin-dependent tumors, colorectal tumors, or as antipsychotics are disclosed. Further the compounds are antianxiety agents, antiulcer agents, antidepressant agents, and are agents useful for preventing the withdrawal response produced by chronic treatment or use followed by chronic treatment followed by withdrawal from nicotine, diazepam, alcohol, cocaine, caffeine, or opiods. Also disclosed are pharmaceutical compositions and methods of treatment using the dipeptoids as well as processes for preparing them and novel intermediates useful in their preparation. An additional feature of the invention is the use of the subject compounds to prepare pharmaceutical and diagnostic compositions.

N-SUBSTITUTED CYCLOALKYL AND POLYCYCLOALKYL ALPHA-SUBSTITUTED TRP-PHE- AND PHENETHYLAMINE DERIVATIVES

Novel unnatural dipeptoids of α-substituted Trp-Phe derivatives useful as agents in the treatment of obesity, hypersecretion of gastric acid in the gut, gastrin-dependent tumors, or as antipsychotics are disclosed. Further the compounds are antianxiety agents, antiulcer agents, antidepressant agents, and are agents useful for preventing the withdrawal response produced by chronic treatment or use followed by chronic treatment followed by withdrawal from nicotine, diazepam, alcohol, cocaine, caffeine, or opiods. Also disclosed are pharmaceutical compositions and methods of treatment using the dipeptoids as well as processes for preparing them and novel intermediates useful in their preparation. An additional feature of the invention is the use of the subject compounds to prepare pharmaceutical and diagnostic compositions.

Peptide derivatives, their preparation process and their pharmaceutical use

The invention relates to novel peptide derivatives, their preparation process and their pharmaceutical use. These derivatives are in accordance with the following formula: STR1 in which A stands for hydrogen, a radical derived from an amino acid, a group of formula DE in which D represents the N-t-butyloxycarbonyl (BOC), tertamyl-oxycarbonyl (tAOC), N-benzyloxycarbonyl, N-benzoyl, N-acetyl, N-pivaloyl, N-carbamoyl, or N-succinyl radical, and E stands for a single bond or a radical derived from an amino acid which is either not substituted or substituted by HSO3 or a peptide formed from 2 to 5 amino acids, either unsubstituted or substituted by HSO3 ; B represents the L-methyonyl, D-methionyl, L-norleucyl, D-nodeucyl, L-leucyl, D-leucyl, L-norvalyl or D-norvalvyl radical; Y represents H, CH2 OH, COOR1 with R1 representing hydrogen or an allyl radical in C1 and C4 or CO--NHR2 with R2 representing hydrogen, an alkyl radical in C1 and C4 or NH2 ; m is an integer between 0 and 6 and X represents an amino derivative having at least 5 carbon atoms and a pentagonal unsaturated heterocycle. They are usable as antagonists of gastrin and histamine.