𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A short, stereospecific synthesis of dihydrooxazoles from serine and threonine derivatives

✍ Scribed by Peter Wipf; Chris P. Miller


Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
268 KB
Volume
33
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


Cyclization of serine and threonine derivatives with Burgess reagent provides a one-step, stereospecific access to 45dihydrooxazoles.

Noteworthy features of this new methodology include mild experimental conditions, and the absence of p-lactam. aziridine. or dehydroamino acid side products.


πŸ“œ SIMILAR VOLUMES


Synthesis of glycosylated serine and thr
✍ Kurt G. I. Nilsson; Michaela Scigelova πŸ“‚ Article πŸ“… 1994 πŸ› Springer Netherlands 🌐 English βš– 356 KB

The galactosyl derivatives Galp-Ser(N-Boc) and Galp-Thr(N-Boc) of N-Boc-protected serine and threonine were prepared with galactose or lactose as the glycosyl donor employing 8galactosidase as the catalyst. Similarly, the mannosyl derivatives Mana-Ser(N-Boc) and Mana-Thr(N-Boc) were prepared with ma

Synthesis of dinitrophenyl derivatives o
✍ Guido V. Marinetti; Michael Siani πŸ“‚ Article πŸ“… 1984 πŸ› Elsevier Science 🌐 English βš– 249 KB

The synthesis of 2,4-dinitrophenyl derivatives of the 3-O-oleoyl and 3-O-palmitoyl esters of serine and threonine are described. The derivatives were purified by preparative thin-layer chromatography (TLC) and characterized by 1H-nuclear magnetic resonance (NMR) spectroscopy. These derivatives may b

Synthesis of N-protected N-methyl serine
✍ Yue Luo; Ghotas Evindar; Dan Fishlock; Gilles A Lajoie πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 71 KB

Two efficient and convenient syntheses of N-Cbz and N-Fmoc N-methyl serine and threonine are described. The amino acid side-chain alcohol can be protected as a TBDMS ether in very good yield or left free, followed by the formation and subsequent reduction of the corresponding oxazolidinone.