Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn September 16, 1988 ,《Synthesis of the dipeptide hydroxyethylene isostere of Leu-Val, a transition state mimic for the control of enzyme function》 was published in Journal of Organic Chemistry. The article was written by Wuts, Peter G. M.; Putt, Sterling R.; Ritter, Allen R.. The article contains the following contents:
Dipeptide isosteres mimic the transition states of proteolytic enzymes or alter or enhance the function of regulatory peptides. A general approach was developed that may be used to prepare a diverse array of dipeptide hydroxyethylene isosteres. Thus, a mimic of Leu-Val, the cleavage site of the enzyme renin, was prepared The sequence begins with addition of CH2:CHMgBr to leucinal derivative Boc-Leu-H (Boc = Me3CO2C) to form the corresponding allylic alc. This is converted to the acetonide, ozonized, and equilibrated to give the trans aldehyde I (R = CHO) as the primary product. A Wadsworth-Emmons olefination, followed by hydrogenation, affords the ester I [R = CH2CH(CHMe2)CO2Et] as a mixture of isomers. Hydrolysis of the acetonide and purification gives the desired lactone II in 23% overall yield from Boc-leucinol. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)
(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideAmides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics