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The synthesis of (2S,4S,5S) -5-(N-BOC)-amino-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid lactone, an hydroxyethylene dipeptide isostere precusor

โœ Scribed by Prasun K. Chakravarty; Stephen E. de Laszlo; Carol S. Sarnella; James P. Sprinnger; Paul F. Schuda


Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
212 KB
Volume
30
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A synthetic approach to the butyrolactones of (2SR,4SR)-S(S)-(N-Bo)-amino-6-cyclohexyl-4-hy~oxy-2-i~propyl hexanoic acid from


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The N-Boc dihydroxyethylene dipeptide isostere 7 and its N-Boc 3-(thiazol-4-ylJalany1 derivative 8 were synthesized, without purification of intermediates, from (4S~R)-22-dimethyl-4-(2-methy~propylJ-5-hydro~~thyl-l.3-dioxolane (361, in 24 and 32% overall yield, respectively, Alcohol 38 was readily p