110841-71-9Relevant articles and documents
Conformational Analysis. 50. C-Methyl-1,2,3,4-tetrahydroisoquinolines
Olefirowicz, Edward M.,Eliel, Ernest L.
, p. 9154 - 9158 (1997)
Conformational equilibria in 1-, 3-, and 4-methyl-1,2,3,4-tetrahydroisoquinolines (THIQs) and the diastereomeric pairs of their 1,3- and 1,4-dimethyl homologs have been determined by measurement of H3/H4(trans) coupling constants and have been confirmed by molecular mechanics [MMP2(85)] calculations. The experimental -ΔG ° values (a → e) for the monomethyl compounds (computed values in parentheses) in kcal mol-1 are Me-1, 0.56 (0.46); Me-3, 1.63 (1.53); and Me-4, -0.32 (-0.22). Agreement of experimental and calculated values is very good as is the additivity of values for the dimethyl compounds (Table 1). Values for the corresponding hydrochlorides are Me-1, 0.19 (-0.34); Me-3, 1.15 (1.46); and Me-4, 0.35 (0.10) kcal mol-1. The less than satisfactory agreement of experimental with computed data here is probably due to neglect of solvation. The very small or negative ΔG ° values for Me-1 and Me-4 were ascribed not only to the pseudoaxial (rather than axial) nature of Me(ax) and the absence of a syn-axial hydrogen on the side of the benzene ring but also to a peri interaction with H(8) and H(5), respectively, destabilizing equatorial methyl at positions 1 and 4. This was confirmed by comparing computed conformational energy values with values at corresponding positions in Δ3,4-tetrahydropyridines (THPs). While ΔG ° in the two series is the same for Me-3 (THIQ numbering), that for Me-1 and Me-4 is considerably smaller in the THIQ than in the THP series which latter is devoid of peri hydrogens.
Reduction of isoquinoline and pyridine-containing heterocycles with lithium triethylborohydride (Super-Hydride)
Blough,Carroll
, p. 7239 - 7242 (1993)
Isoquinolines, quinoline and pyridines are effectively reduced to 1,2,3,4-tetrahydroisoquinolines, 1,2,3,4-tetrahydroquinolines and piperidines respectively with lithium triethylborohydride (Super-Hydride). The mechanism of the reduction was explored by reduction of isoquinoline and pyridine with lithium triethylborodeuteride (Super-Deuteride).
Macrocyclic compounds as inhibitors of viral replication
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, (2008/06/13)
The embodiments provide compounds of the general formulas I-XIX, as well as compositions, including pharmaceutical compositions, comprising a subject compound. The embodiments further provide treatment methods, including methods of treating flaviviral infection, including hepatitis C virus infection and methods of treating liver fibrosis, the methods generally involving administering to an individual in need thereof an effective amount of a subject compound or composition.
Microbiological Transformation. Part 14. Microbiological Transformations of Derivatives and Open-chain Analogues of 1,2,3,4-Tetrahydroisoquinoline with the Fungus Cunninghamella elegans.
Canfield, Lesley M.,Crabb, Trevor A.
, p. 2401 - 2416 (2007/10/03)
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