196214-22-9

Upstream product

• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 20902-47-0 N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester 
• 192057-94-6 2-(tert-butoxycarbonylamino)isobutyryl-L-phenylalanine methyl ester 
• 1146929-53-4 C₂₄H₂₉ClN₂O₅S 
• 1154041-21-0 (Nα-benzyloxycarbonyl-Nγ-(β-D-glucopyranosyl)-L-asparaginyl)-L-phenylalanine methyl ester 
• 1154041-22-1 (Nα-benzyloxycarbonyl-Nγ-{4-(β-D-glucopyranosyl)-β-D-glucopyranosyl}-L-asparaginyl)-L-phenylalanine methyl ester 
• 1154041-23-2 (Nα-benzyloxycarbonyl-Nγ-{4-(α-D-glucopyranosyl)-β-D-glucopyranosyl}-L-asparaginyl)-L-phenylalanine methyl ester 
• 1154041-00-5 C₂₀H₂₈N₂O₉ 
• 1154041-02-7 methyl N-[(methyl 3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside)-2-ylsuccinamyl]-L-phenylalaninate 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 3618-96-0 (S)-N-acetylphenylalanine 
• 1197342-60-1 ENS-L-Ala-L-Phe-L-Phe-OMe 
• 1197342-74-7 FNS-L-Val-L-Val-L-Phe-OMe 
• 1197342-59-8 CNS-L-Phe-L-Phe-OMe 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Relevant academic research and scientific papers

Amino acid and peptide synthesis and functionalization by the reaction of thioacids with 2,4-dinitrobenzenesulfonamides

(Formula Presented) Readily prepared amino thioacids react at room temperature in DMF in the presence of cesium carbonate with 2,4- dinitrobenzenesulfonamides to give amides. When the sulfonamide is derived from an amino acid the method results in peptide bond formation, whereas the use of carbohydrate derived sulfonamides gives neoglycoconjugates.

Practical Cleavage of Acetals by Using an Odorless Thiol Immobilized on Silica

A practical, efficient and general method was developed for the deprotection of a variety of aromatic and aliphatic acetals to their corresponding catechol or diol derivatives using thiol immobilized on silica gel. This is an application for the well-known commercial solid-supported thiol (SiliaMetS Thiol). The procedure is mild and amenable to scale-up. It does not require inert atmosphere and clean conversions were observed. This method is applicable to substituted 1,3-benzodioxole and aliphatic acetals with different functionalities. It offers the advantage of a general route with high yield, which can be undertaken at ambient temperature.

One-pot syntheses of dissymmetric diamides based on the chemistry of cyclic monothioanhydrides. Scope and limitations and application to the synthesis of glycodipeptides

(Chemical Equation Presented) Opening cyclic monothioanhydrides by amines provides a convenient entry into amido thioacids that can be trapped in situ by 2,4-dinitrobenzenesulfonamides, by electron-deficient azides, or by amines in the presence of Sanger's reagent leading, in each case, to dissymmetric diamides in what can be considered a one-pot, three-component coupling sequence. The use of monothiomaleic anhydride and bifunctional nucleophiles such as amino thiols provides access to heterocyclic amides. The low reactivity of cyclic monothioanhydrides toward alcohols enables the use of methanol as solvent and obviates the need for the protection of alcohols in the various reaction components. Reaction of N-benzyloxycarbonyl-L-aspartic monothioanhydride with unprotected glycosyl amines, followed by capture of the thioacid intermediate with N-sulfonyl amino acid derivatives results in a three-component convergent synthesis of glycosylated peptides.