Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5218650 | Tetrahedron | 2013 | 4 Pages |
Abstract
The improved synthesis of protected d-allothreonine derivatives [Fmoc-d-alloThr(tBu)-OH (1) and Fmoc-d-alloThr-OtBu (2)] is described. The epimerization of cheap l-threonine (l-Thr) (3) with catalytic salicylaldehyde afforded a mixture of l-Thr (3) and d-alloThr (4) and separation of ammonium salt gave d-alloThr (4) in 96% de. The chemoselective deprotection of tert-butyl ether or tert-butyl ester of Fmoc-d-alloThr(tBu)-OtBu (5) easily succeeded in converting Fmoc-d-alloThr(tBu)-OH (1) or Fmoc-d-alloThr-OtBu (2), respectively.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Mari Kikuchi, Hiroyuki Konno,