Application of 87694-50-6On October 31, 2015 ,《An alternative synthetic route to (3R,5S,1’S)-5-{1′-[(tert-butoxycarbonyl)amino]-3′-methylbutyl}-3-methyldihydrofuran-2(3H)-one, a precursor of a Leu-Ala hydroxyethylene isostere》 appeared in Synthesis. The author of the article were Vila-Real, Helder; Ventura, M. Rita; Maycock, Christopher; Iranzo, Olga; Simplicio, Ana. The article conveys some information:
An improved synthetic route to (3R,5S,1’S)-5-{1′-[(tert-butoxycarbonyl)amino]-3′-methylbutyl}-3-methyldihydrofuran-2(3H)-one, a lactone precursor of the Leu-Ala (2R,4S,5S) hydroxyethylene isostere found in many peptidomimetic aspartyl protease inhibitors of Alzheimer’s disease, is devised. Alkylation of N-Boc-leucinal (Boc = tert-butyloxycarbonyl) with the lithium salt of benzyl propargyl ether instead of Et propiolate is the key toward a more reproducible and efficient route to obtain the title lactone from N-Boc-L-leucine in six steps, and an overall yield of 16%. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)
(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Application of 87694-50-6
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics