(R)-tert-Butoxycarbonylamino-fluorenylmethoxycarbonyl-glycine from (S)-Benzyloxycarbonyl-serine or from Papain Resolution of the Corresponding Amide or Methyl …
M Sypniewski, B Penke, L Simon…
文献索引：Sypniewski, Michal; Penke, Botond; Simon, Lajos; Rivier, Jean Journal of Organic Chemistry, 2000 , vol. 65, # 20 p. 6595 - 6600
The enantiospecific synthesis of (R)-Boc-(Fmoc)-aminoglycine 7 was achieved.(S)-Cbz- serine 1 was reacted with diphenylphosphoryl azide in the presence of triethylamine to yield cyclic (S) carbamate 2. The ring nitrogen of 2 was protected with a Boc group (3). The cyclic carbamate of 3 was hydrolyzed with benzyltrimethylammonium hydroxide to yield the (R)- enantiomer of alcohol 4. The oxidation of 4 with pyridinium dichromate yielded the ...
