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Synthesis of Orthogonally Protected (2R,3R,4S)-4-Amino-2,3-dihydroxyheptane-1,7-dioic Acid
| Content Provider | Scilit |
|---|---|
| Author | Konno, Hiroyuki Tokairin, Yoshinori Maita, Kakeru Takeda, Sho |
| Copyright Year | 2014 |
| Description | (2R,3R,4S)-4-Amino-2,3-dihydroxyheptane-1,7-dioic acid, a common component of cyclic depsipeptide homophymines with anti-HIV activity, was synthesized as its orthogonally protected derivative from Fmoc-Glu(t-Bu)-OH in 6 steps. Osmium-catalyzed dihydroxylation of γ-amino-Z-α,β-unsaturated esters gave the dihydroxy esters with moderate diastereoselectivity. The stereochemistries of the amino acids were determined by comparison of$ ^{1}$H NMR spectra. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0034-1378902.pdf |
| Ending Page | 358 |
| Page Count | 8 |
| Starting Page | 351 |
| ISSN | 00397881 |
| e-ISSN | 1437210X |
| DOI | 10.1055/s-0034-1378902 |
| Journal | Synthesis |
| Issue Number | 03 |
| Volume Number | 47 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2014-11-06 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synthesis Organic Chemistry Unusual Amino Acid Dihydroxylation of Z-olefin Glutamic Acid Derivative Cyclic Depsipeptide Jbca Method |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |