127910-33-2

Upstream product

• 129084-75-9 (E)-ethyl 2-tert-butyloxycarbonylamino-5-diethylphosphono-3-pentenoate 
• 115972-24-2 ethyl 2-formylamino-3-hydroxy-4-pentenoate 
• 129084-73-7 ethyl 2-<(tert-butoxycarbonyl)amino>-5-hydroxy-3-pentenoate 
• 129084-74-8 (E)-ethyl 2-tert-butyloxycarbonylamino-5-chloro-3-pentenoate 
• 129084-70-4 ethyl 2-tert-butyloxycarbonylamino-3-hydroxy-4-pentenoate 
• 129084-72-6 (E)-ethyl 5-acetoxy-2-tert-butyloxycarbonylamino-3-pentenoate 
• 129084-71-5 ethyl 3-acetoxy-2-tert-butyloxycarbonylamino-4-pentenoate 
• 115972-22-0 E-2-formylamino-5-diethylphosphono-3-pentenoic acid ethyl ester 

Relevant academic research and scientific papers

Oligopeptide antibiotics

Rhizocticines of the formula STR1 in which X represents hydrogen or a hydrophobic amino acid radical and Y represents a basic amino acid radical, the C2 atoms of the amino acid radicals having the L-configuration, and protected derivatives and salts thereof. The compounds are obtained from culture broths of Bacillus subtilis or synthetically and have especially fungicidal action.

Unsaturated amino acids

The invention relates to unsaturated amino acids of the formula I STR1 in which R1 represents hydroxy or etherified hydroxy, R2 represents hydrogen, alkyl, hydroxy or etherified hydroxy, R3 represents hydrogen, alkyl, haloalkyl, hydroxyalkyl, lower alkoxyalkyl, arylalkyl, lower alkenyl, halogen or aryl, R4 represents hydrogen, alkyl or aryl, R5 represents hydrogen or alkyl, R6 represents carboxy or esterified or amidated carboxy, R7 represents amino or amino substituted by alkyl or acyl, A represents unsubstituted or alkyl-substituted α,ω-alkylene having from 1 to 3 carbon atoms or represents a bond, and B represents methylene or a bond, with the proviso that A is other than a bond when B represents a bond, and salts thereof. They can be manufactured, for example, in accordance with the Michaelis-Arbuzov reaction and can be used as pharmacologically active substances.

An Effective Synthesis of (+/-)-(E)-2-Amino-5-phosphono-3-pentenoic Acid by Palladium(II)-assisted Migration of the Double Bond

A new approach for the synthesis of (+/-)-(E)-2-amino-5-phosphono-3-pentenoic acid (E-APPA) is described.The key intermediate, (E)-5-acetoxy-3,4-dehydronorvaline derivative 8, was prepared by -sigmatropic rearrangement of allyl acetate 7 in the presence of Pd(II) catalyst.The acetoxy group in 8 was transformed into the phosphonyl group to furnish (E)-APPA in a moderate yield.