70232-20-1

Upstream product

• 506-59-2 N,N-dimethylammonium chloride 
• 30925-18-9 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester 

Downstream Products

• 70232-19-8 Boc-Asn(Me)2-OH 
• 453509-76-7 N¹-(2-benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide 
• 453509-75-6 2-tert-butoxycarbonylamino-N,N-dimethyl-succinamic acid 1-benzylcarbamoyl-2-tert-butoxycarbonylamino-propyl ester 

Relevant academic research and scientific papers

Distal Stereocontrol Using Guanidinylated Peptides as Multifunctional Ligands: Desymmetrization of Diarylmethanes via Ullman Cross-Coupling

We report the development of a new class of guanidine-containing peptides as multifunctional ligands for transition-metal catalysis and its application in the remote desymmetrization of diarylmethanes via copper-catalyzed Ullman cross-coupling. Through design of these peptides, high levels of enantioinduction and good isolated yields were achieved in the long-range asymmetric cross-coupling (up to 93:7 er and 76% yield) between aryl bromides and malonates. Our mechanistic studies suggest that distal stereocontrol is achieved through a Cs-bridged interaction between the Lewis-basic C-terminal carboxylate of the peptides with the distal arene of the substrate.

Short synthesis of protease inhibitors via modified Passerini condensation of N-Boc-α-aminoaldehydes

Extension of the previously reported modification of Passerini multicomponent reaction (involving condensation with N-Boc-α-aminoaldehydes followed by a deprotection-transacylation step) to α-aminoacid derived carboxylic or isocyanide components, allowed the highly convergent and short synthesis of complex peptidomimetic structures, including known potent inhibitors of serine proteases.