17460-86-5

Upstream product

• 142026-07-1 (R)-t-butyl 2-azido-3-methylbutanoate 
• 40224-49-5 (R)-2-azido-3-methylbutanoic acid 
• 2528-15-6 D-valine t-butyl ester 
• 81629-64-3 α-Azido-β-methylbutansaeure-methylester 
• 7146-15-8 D-Valine methyl ester hydrochloride 
• 1142-20-7 N-Cbz-Ala 
• 83703-80-4 Z-Ala-D-Val-OMe 
• 142026-08-2 (R)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-methylbutanoate 
• 56-41-7 L-alanin 
• 72-18-4 L-valine 

Downstream Products

• 2026-37-1 Z-Ala-D-Val-Val-D-Val-OMe 
• 104173-25-3 [(R)-1-((S)-2-Benzyloxycarbonylamino-propionylamino)-2-methyl-propyl]-phosphonic acid diphenyl ester 
• 104173-24-2 [(S)-1-((S)-2-Benzyloxycarbonylamino-propionylamino)-2-methyl-propyl]-phosphonic acid diphenyl ester 
• 104173-22-0 (2S)-2-<(Benzyloxycarbonyl)amino>-N¹-(1'-isopropylbut-3'-enyl)propionamid 
• 82818-41-5 Diphenyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-valin-2-yl)phosphonat 
• 1041194-66-4 (R)-2-{(S)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-methyl-butyrylamino]-3-methyl-butyrylamino}-3-methyl-butyric acid 
• 78658-02-3 Cbz-Ala-D-Val-Ala-OMe 
• 104173-19-5 N²-(Benzyloxycarbonyl)-N¹-(1'-methoxy-2'-methylpropyl)-L-alaninamid 

Relevant academic research and scientific papers

Solution phase synthesis and purification of the minigramicidin ion channels and a succinyl-linked gramicidin

Peptides with alternating D- and L-configured residues as found in the natural ion channel active peptide gramicidin A (gA) are important building blocks for artificially engineered ion channels. We detail an optimised solution phase synthesis employing a

Preparation of (R)-2-azidoesters from 2-((p-nitrobenzene)sulfonyl)oxy esters and their use as protected amino acid equivalents for the synthesis of di- and tripeptides containing D-amino acid constituents

(R)-2-Azidoesters and their derived (R)-2-azido acids are readily prepared from common amino acids by an inversion methodology that employs (S)-2-nosyloxyesters as key intermediates. The (R)-2-azidoesters can be used as protected amino acid equivalents in peptide synthesis. Basic hydrolysis frees the carboxyl group. Triphenylphosphine/water is used to free the amine group. By these reactions a variety of L-D and D-L dipeptides, L-D-L tripeptides, and depsipeptides can be prepared easily in good yields, and without detectable epimerization.