1401088-85-4

Upstream product

• 108-05-4 vinyl acetate 
• 29478-26-0 (S,R)-trans-3-hexen-2-ol 
• 51871-62-6 (S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid 

Downstream Products

• 1401088-90-1 (3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-ethylhex-4-enoic acid 
• 1401088-93-4 tert-butyl [(2R,4S,E)-4-ethyl-1-phenylhept-5-en-2-yl]carbamate 
• 1401088-96-7 di-tert-butyl [(2R,4S,E)-4-ethyl-1-phenylhept-5-en-2-yl]iminodicarbonate 
• 1401088-99-0 (2S,4R)-methyl 4-[bis(tert-butoxycarbonyl)amino]-2-ethyl-5-phenylpentanoate 

Relevant academic research and scientific papers

Synthesis of tubuphenylalanines via ireland-claisen rearrangement

The Ireland-Claisen rearrangement is the central step in the synthesis of tubuphenylalanine, a key building block of the highly antitumor-active tubulysins. The rearrangement of substituted β-amino acid allyl esters, in combination with subsequent decarboxylation and oxidative cleavage of the double bond, allows the highly stereoselective introduction of substituents into the α-position of the resulting σ-amino acids.