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Steiner, Bernd; Schumann, D.; Hoffmann, Hartmut; Denhez, J. P.; Audier, H. E.; Milliet, A.; Moustapha, C.; Bambagiotti, M.; Coran, Silvia A.; Giannellini, Valerio; Vincieri, Franco Francesco; Daolio, S.; Traldi, Pietro; Vijayakumar, Chinnaswamy Thangavel; Fink, Johannes Karl; Schwarz, Helmut; Depke, Gisbert; Thomas, Alan F.

doi:10.1002/oms.1210180309

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1-dideuterio-2-(tetrahydropyran-2-yloxy)ethanol (12)1

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2004

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“…Alcohol 12 [39] (28.71 g, 97%) was obtained from the ester 11 (37.64 g, 0.2 mol) and LiAlD 4 (0.1 mol, 91.7 mL of a 1.09 n solution in THF) according to GP1b as a viscous liquid which was used without further purification. 1 For the NMR spectra of the non-deuterated compound see ref.…”

Section: 1-dideuterio-2-(tetrahydropyran-2-yloxy)ethanol (12)mentioning

confidence: 99%

The Biosynthesis of 3‐(trans‐2‐Nitrocyclopropyl)alanine, a Constituent of the Signal Metabolite Hormaomycin

et al. 2004

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Feeding experiments with Streptomyces griseoflavus using deuterium-labeled racemic 3,3-[ and 6,6-[D 2 ]-lysine (6e), and 3-amino-5-(2-amino-1,1-dideuterioethyl)-4,5-dihydrofuran-2-one dihydrochloride (34·2HCl) were carried out in order to obtain detailed information about the hitherto unknown biosynthetic pathway from lysine to the unusual amino acid 3-(trans-2Ј-nitrocyclopropyl)alanine [(3-Ncp)Ala] (2), which is a building block of hormaomycin 1a. The corresponding lysine dihydrochlorides were prepared in 33, 24, 19, and 30% overall yield, respectively, along a new efficient general synthetic route applying

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Section: 1-dideuterio-2-(tetrahydropyran-2-yloxy)ethanol (12)mentioning

confidence: 99%