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
A short, stereospecific synthesis of dihydrooxazoles from serine and threonine derivatives
β Scribed by Peter Wipf; Chris P. Miller
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 268 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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β¦ 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.
π SIMILAR VOLUMES
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
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.