74974-40-6

Upstream product

• 74974-38-2 (S)-trans-2-t-butoxycarbonylamino-1-(4-t-butoxyphenyl)-6-trimethylsilylhex-3-en-5-yne 
• 1346226-85-4 C₂₂H₃₃NO₅ 
• 1346226-88-7 C₂₂H₃₃NO₅ 
• 565430-84-4 [1-(4-tert-butoxybenzyl)-3-oxo-propyl]-carbamic acid tert-butyl ester 
• 507276-78-0 3-tert-butoxycarbonylamino-4-(4-tert-butoxy-phenyl)-butyric acid methyl ester 
• 507276-76-8 [1-(4-tert-butoxybenzyl)-3-diazo-2-oxo-propyl]-carbamic acid tert-butyl ester 

Downstream Products

• 74974-42-8 (S)-trans-5-t-butoxycarbonylamino-6-(4-t-butoxyphenyl)-hex-3-enoylglycyl-L-phenylalanyl-L-leucine methyl ester 
• 82464-45-7 (R)-trans-5-t-butoxycarbonylamino-6-(4-t-butoxyphenyl)hex-2-enoylglycyl-L-phenylalanyl-L-leucine methyl ester 
• 74974-42-8 (S)-cis-5-t-butoxycarbonylamino-6-(4-t-butoxyphenyl)hex-3-enoylglycyl-L-phenylalanyl-L-leucine methyl ester 
• 82464-47-9 (R)-trans-5-t-butoxycarbonylamino-6-(4-butoxyphenyl)hex-2-enoylglycyl-L-phenylalanyl-L-leucine 
• 82464-46-8 (R)-trans-6-amino-6-(4-hydroxyphenyl)hex-2-enoylglycyl-L-phenylalanyl-L-leucine 
• 74974-43-9 (S)-trans-5-amino-6-(4-hydroxyphenyl)hex-3-enoylglycyl-L-phenylalanyl-L-leucine 

Relevant academic research and scientific papers

Kinetic deconjugation: A gateway to the synthesis of Xxx-Gly (E)-alkene dipeptide isosteres

A new method for the preparation of Xxx-Gly (E)-alkene dipeptide isosteres (EADIs), using LDA deprotonation followed by 1 N HCl quench, was explored. The method, named kinetic deconjugation, enabled the synthesis of Tyr-Gly, Gly-Gly, Ser-Gly, Pro-Gly, and

On the Double Bond Isostere of the Peptide Bond: Preparation of an Enkephalin Analogue

Methodology for preparing dipeptide analogues in which a carbon -carbon double bond replaces the normal amide bond is described.Thus, the protected tyrosylglycine analogue, (S)-trans-5-t-butyloxycarbonylamino-6-(4-t-butoxyphenyl)hex-3-enoic acid has been synthesised and incorporated into the Leu-enkephalin analogue (3) by condensation with glycylphenylalanyl-leucine.The enkephalin analogue retained biological activity.The significance of this isosteric replacement of the amide group is discussed.

On Double Bond Isosteres of the Peptide Bond; an Enkephalin Analogue

A route to peptide analogues incorporating the replacement of an amide bond with a trans-carbon-carbon double bond is presented and applied to the synthesis of a Leu5-enkephalin analogue.