856865-61-7

Upstream product

• 73-22-3 L-Tryptophan 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 4299-70-1 L-tryptophan methyl ester 
• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 

Downstream Products

• 856865-77-5 N-methyl-N-(o-nitrobenzenesulfonyl)-L-tryptophan methyl ester 
• 866187-07-7 3-(7-benzyl-4-oxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl)-indole-1-carboxylic acid tert-butyl ester 
• 866187-06-6 N-[2-(4-benzyl-2-hydroxymethyl-pyrrolidin-1-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-2-nitro-benzenesulfonamide 
• 866187-08-8 3-[7-benzyl-2-(6-tert-butoxycarbonylamino-hexanoyl)-4-oxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester 
• 856865-98-0 N-α-methyl-N-α-(o-nitrobenzenesulfonyl)-L-tryptophan 
• 1377936-62-3 (S)-methyl 2-(2-nitrophenylsulfonamido)-3-(2-(1-phenylvinyl)-1H-indol-3-yl)propanoate 
• 1051926-23-8 dimethyl (2S,2'S,3aR,3'aR,8aR,8'aR)-1,1'-bis(((benzyloxy)carbonyl)-L-phenylalanyl)-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indole]-2,2'-dicarboxylate 
• 150881-27-9 (+)-WIN 64821 
• 1051926-27-2 (2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

Rhodium-Catalyzed Enantioselective Synthesis of Oxazinones via an Asymmetric Ring Opening-Lactonization Cascade of Oxabicyclic Alkenes

The rhodium-catalyzed asymmetric ring opening reaction of oxabicyclic alkenes is shown to be an efficient method for synthesizing chiral heterocycles. We demonstrate that the pairwise combination of chiral catalyst with chiral amino-acid-derived pronucleophiles results in a stereodivergent synthesis of diastereomeric hydroxyesters. A favorable conformational preference induces the subsequent lactonization of one diastereomer leading to the highly enantioselective synthesis of oxazinones.

Utilizing the intramolecular Fukuyama-Mitsunobu reaction for a flexible synthesis of novel heterocyclic scaffolds for peptidomimetic drug design

We report the synthesis of the novel scaffolds pyrazino[1,2-b]isoquinoline and pyrrolo[1,2-a]pyrazine displaying the somatostatin pharmacophores. Both classes of compounds contain a pyrazine heterocycle, which can be prepared in a straightforward manner utilizing an intramolecular Fukuyama-Mitsunobu reaction. As both the families derive from amino acids, they can be accessed in high optical purity.

Convenient synthesis of N-methylamino acids compatible with Fmoc solid-phase peptide synthesis

Nα-Methylamino acid containing peptides exhibit interesting therapeutic profiles and are increasingly recognized as potentially useful therapeutics. Unfortunately, their synthesis is hampered by the high price and unavaibility of many Nα/