A facile synthesis of a wide variety of N-protected p-amino akobol derivatives under mild conditions is described. N-umtbane proceded amino acid N-carboxyanhydrides (UNCAs) were used as starting ma&al and reduced into the correspooding akohols with the appropriate hydride, sodium borobydride. The re
Synthesis of chiral N-protected amino acid esters by the use of UNCAs
✍ Scribed by P. Chevallet; J.-A. Fehrentz; K. Kiec-Kononowicz; C. Devin; J. Castel; A. Loffet; J. Martinez
- Publisher
- Springer Netherlands
- Year
- 1996
- Tongue
- English
- Weight
- 205 KB
- Volume
- 2
- Category
- Article
- ISSN
- 1573-3149
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N-protected cx-alkyl--t-amino-13-keto-esters were synthesized from the corre,q~nding Nurethane prolected N-carboxyanhydride (UNCAs) by reaction with lithium enolates in fairly good yields. These compounds are candidates for mimicking the transition state analogue in enzyme inhibitors. They constitut
## Abstract Esters can be prepared from __N__‐hydroxyphthalimide and __N__‐carbobenzoxy‐ or __N__‐phthaloyl‐amino acids using dicyclohexylcarbodi‐imide as condensing agent. The compounds are suitable for the stepwise synthesis of peptides without racemization. With methanol the __N__‐hydroxyphthali