33673-74-4Relevant articles and documents
Enantioselective total syntheses of omuralide, 7-epi-omuralide, and (+)-lactacystin
Hayes, Christopher J.,Sherlock, Alexandra E.,Green, Martin P.,Wilson, Claire,Blake, Alexander J.,Selby, Matthew D.,Prodger, Jeremy C.
, p. 2041 - 2051 (2008/09/19)
(Chemical Equation Presented) An alkylidene carbene 1,5-CH insertion has been used as a key step in an enantioselective total syntheses of omuralide, its C7-epimer, and (+)-lactacystin. An additional noteworthy feature of the synthesis is the use of a nov
Synthesis and 15N- and 17O-NMR spectra of 5-methyl(15N2)[O2,O4-17O2]uridine (=(15N2)[O2,O4-17O2]ribosylthymine)
Amantea,Walser,Sequin,Strazewski
, p. 1106 - 1111 (2007/10/02)
The 5-methyl(15N2)[O2,O4-17O2]uridine (=(15N2)[O2,O4-17O2]ribosylthymine; 15) was synthesized and analyzed by 15N- and 17O-NMR spectroscopy. (15N2)Urea was condensed with 2,3-dibromo-2-methylpropanoyl chloride (3) and cyclized to form (15N2)thymine (5). After glycosidation, the 17O isotopes were introduced in two separate steps: hydrolytic ring opening of 2,5'-anhydro derivative 9 and hydrolysis of 3-nitro-1H-1,2,4-triazole derivative 12 with labelled water in the presence of a strong base. The 15N- and 17O-NMR spectra of 15 in phosphate-buffered water serve as references for heteronuclear NMR spectra of labelled RNA fragments.
The Synthesis and Molecular Structure of Tetra(isopropyl)silane
Anderson, David G.,Rankin, David W. H.,Robertson, Heather E.,Frazao, Carlos M. F.,Schmidbaur, Hubert
, p. 2211 - 2218 (2007/10/02)
Tetra(isopropyl)silane has been prepared using literature methods, with the individual steps improved by changes in some of the experimental conditions.The key reagent 2-lithiopropene, which can now be obtained in good yields from 1-methacrylic acid via 1,2-dibromo-1-methylpropionic acid and 2-bromopropene by treatment of the latter with ultrasound-activated lithium metal, was shown to contain mono- and dilithiopropyne.The reaction with chlorotrimethylsilane led to the corresponding silylated derivatives, while with silicon tetrachloride tetra(isopropenyl)silane was obtained, which after purification is easily converted into the title compound by catalytic hydrogenation. - The gas phase molecular structure of 4Si has been determined by electron diffraction.The parameters could be successfully refined for a model of S4 symmetry.Bond distances Si-C, C-C, and C-H as well as bond angles Si-C-C and C-C-H show the steric compression of the four isopropyl substituents.Steric strain is minimized by twists of the methyl groups and the isopropyl groups away from the fully staggered conformations, but also by an increase of two of the C-Si-C angles as compared to the remaining four, which are decreased relative to the tetrahedral standard.The structure differs strongly (mainly in the twist angles) from that of the isoelectronic tetra(isopropyl)phosphonium cation in 4P(1+)(1-), but is very similar to those of tetra(cyclohexyl)silane and of tri(isopropyl)phosphonium isopropylide, where the pyramidal configuration of the ylidic carbon atoms leads to a pseudo homoleptic array of the substituents at phosphorus. - Key Words: Conformational analysis / Electron diffraction / Organosilanes / Silane, tetra(isopropyl)-