On December 6, 2019, Moreira, Ryan; Diamandas, Matthew; Taylor, Scott D. published an article.Safety of tert-Butyl trichloroacetimidate The title of the article was Synthesis of Fmoc-protected amino alcohols via the Sharpless asymmetric aminohydroxylation reaction using FmocNHCl as the nitrogen source. And the article contained the following:
The aminohydroxylation of various alkenes using FmocNHCl (9-fluorenylmethyl chlorocarbamate) as a nitrogen source is reported. In general, in the absence of a ligand, the reaction provided racemic Fmoc-protected amino alcs. with excellent regioselectivity but in low to moderate yields. However, in some instances, the yield of an amino alc. product and the regioselectivity could be altered by the addition of a catalytic amount of triethylamine (TEA). The Sharpless asym. variant of this reaction (Sharpless asym. aminohydroxylation (SAAH)), using (DHQD)2PHAL (DHQD) or (DHQ)2PHAL (DHQ) as chiral ligands, proceeded more readily and in higher yield compared to the same reaction in the absence of a chiral ligand. The enantiomeric ratios (er) of all but two examples exceeded 90:10 with many examples giving er values of 95:5 or higher, making FmocNHCl a highly practical reagent for preparing chiral amino alcs. The SAAH reaction using FmocNHCl was used for the preparation of D-threo-β-hydroxyasparagine and D-threo-β-methoxyaspartate, suitably protected for Fmoc solid phase peptide synthesis. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Safety of tert-Butyl trichloroacetimidate
The Article related to amino alc fmoc protected enantioselective regioselective synthesis hydroxyasparagine methoxyaspartate, sharpless asym aminohydroxylation fluorenylmethyl chlorocarbamate nitrogen source and other aspects.Safety of tert-Butyl trichloroacetimidate
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