5519-03-9

Upstream product

• 4530-20-5 BOC-glycine 
• 2462-32-0 L-phenylalanine benzyl ester hydrochloride 
• 962-39-0 L-Phenylalanine benzyl ester 
• 100-51-6 benzyl alcohol 
• 1738-78-9 L-phenylalanine benzyl ester p-toluene-sulfonic acid salt 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 2016-04-8 N,N-dimethylformamide dibenzyl acetal 
• 4530-37-4 N-t-butyloxycarbonylglycyl-L-phenylalanine 

Downstream Products

• 53459-50-0 NH₂-Gly-Phe-OBn 
• 98297-81-5 Boc-Gly-Phe-Leu-Arg(NO₂)-OBzl 
• 97642-06-3 Z-Arg(NO₂)-Pro-Gly-Phe-OBzl 

Relevant academic research and scientific papers

METHOD FOR PRODUCING CARBOXYLIC ACID AMIDE COMPOUND, AND CATALYST AND FLOW PRODUCTION SYSTEM

PROBLEM TO BE SOLVED: To provide a new production method that allows a dehydration condensation reaction between carboxylic acid and amine, and a catalyst. SOLUTION: A method for producing a carboxylic acid amide compound includes the step for causing a r

Peptide-Catalyzed Highly Asymmetric Cross-Aldol Reaction of Aldehydes to Biomimetically Synthesize 1,4-Dicarbonyls

β-Turn tetrapeptides were demonstrated to catalyze asymmetric aldol reaction of α-branched aldehydes and α-carbonyl aldehydes, i.e. glyoxylates and α-ketoaldehydes, to biomimetically synthesize acyclic all-carbon quaternary center-bearing 1,4-dicarbonyls in high yield and excellent enantioselectivity under mild conditions. The spatially restricted environment of the tetrapeptide warrants high enantioselectivity and yield with broad substrates. Using this protocol, (R)-pantolactone, the key intermediate of vitamin B5, was readily accessed in a practical, efficient, and environmentally benign process from inexpensive starting materials.

N-Primary-amine tetrapeptide-catalyzed highly asymmetric Michael addition of aliphatic aldehydes to maleimides

The highly asymmetric Michael addition reaction between maleimides and aliphatic aldehydes catalyzed by low-loading β-turn tetrapeptides with excellent yields and enantioselectivities at room temperature was reported. α-Branched and α-unbranched aldehydes both are suitable nucleophiles. N-Aryl, alkyl and hydrogen maleimides all are well tolerated and led to high yields and enantioselectivities. The transformation can be enlarged to the gram scale without decrease in the yield and enantioselectivity. Furthermore, the succinimides were converted into γ-lactams and γ-lactones, showing good practicality of this work. Some reaction intermediates in the proposed reaction mechanism can be captured with the HR-MS method.

Backbone-Enabled Directional Peptide Macrocyclization through Late-Stage Palladium-Catalyzed δ-C(sp2)?H Olefination

C?H activation methods for peptide macrocyclization have the potential to provide peptidomimetics and cyclic peptides with expanded structural diversity. Now, a highly versatile peptide macrocyclization strategy via late-stage palladium-catalyzed δ-C(sps

Synthesis of N,N′-carbonyl-bis-amino acids and N,N′-carbonyl-bis-peptides

A new method for the preparation of N,N′-carbonyl-bis-amino acid esters by reaction of bis(4-nitrophenyl)carbonate with amino acid esters is described. When the carbonate reacts with two equivalents of a peptide ester, N,N′-carbonyl-bis(peptide ester) is obtained but, a hydantoin derivative is formed as a side product. The hydantoin derivative is a major product, when equimolar amounts are allowed to react. Usefulness of this method for preparation of larger N,N′carbonyl-bis-peptides is demonstrated by the synthesis of the respective product from C-terminal hexapeptide of Substance P linked to the Merrifield resin.

A CONVENIENT METHOD FOR THE SYNTHESIS OF CARBOXAMIDES AND PEPTIDES BY THE USE OF TETRABUTYLAMMONIUM SALTS

Various carboxamides and peptides are prepared in good yields by treatment of free acids and amines in H2O-dichloromethane or aqueous THF with bis(o-nitrophenyl) phenylphosphonate in the presence of tetrabutylammonium hydrogen sulfate or bromide.Carboxylic esters are also successfully converted to amides via carboxylate salts in one-pot.

Methionine5 -enkephalin sulfoxides and sulfones

Methionine 5 -enkephalin sulfoxides and sulfones having agonist activity at opiate receptors are disclosed herein. These sulfoxides and sulfones are useful as analgesics, non-addicting narcotic antagonists and anti-diarrheal agents.