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Enantioselective Synthesis of N-Protected α-Amino Acid Hydrazides
| Content Provider | Scilit |
|---|---|
| Author | Fehrentz, Jean-Alain Bibian, Mathieu El-Habnouni, Sarah Martinez, Jean |
| Copyright Year | 2009 |
| Description | A new, mild, general, and efficient synthesis of N-protected α-amino acid hydrazides is described. This two-step preparation uses N-aminophthalimide as protected hydrazine to prepare N-protected α-amino acid hydrazide precursors, and subsequent dephthaloylation with an aminomethyl polystyrene resin yields N-protected α-amino acid hydrazides. It has the advantages of avoiding the use of the toxic hydrazine reagent and being compatible with the most commonly used N-protecting groups. This strategy is particularly interesting in the case of N-(9-fluorenylmethoxycarbonyl)-protected amino acids. Within the limits of chiral HPLC detection, no epimerization is apparent. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0028-1088013.pdf |
| Ending Page | 1184 |
| Page Count | 5 |
| Starting Page | 1180 |
| ISSN | 00397881 |
| e-ISSN | 1437210X |
| DOI | 10.1055/s-0028-1088013 |
| Journal | Synthesis |
| Issue Number | 07 |
| Volume Number | 2009 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2009-03-16 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synthesis Organic Chemistry Protecting Groups Aminomethyl Resins |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
