51927-48-1Relevant articles and documents
Lipase-catalyzed resolution of 5-acetoxy-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene. Application to the synthesis of (+)-(3R,4S)-cis-4-hydroxy-6-deoxyscytalone, a metabolite isolated from Colletotrichum acutatum
Jiménez-Teja, Daniel,Daoubi, Mourad,Collado, Isidro G.,Hernández-Galán, Rosario
, p. 3392 - 3396 (2009)
(+)-cis-4-Hydroxy-6-deoxyscytalone, a natural product bio-synthesized by Colletotrichum sp., has been prepared and its absolute configuration confirmed as 3R,4S, the key step being a kinetic racemic resolution of a cis-diol easily obtained from commercial 1,2,3,4-tetrahydronaphthalen-1,5-diol. Four lipases and different reaction conditions were tested in order to obtain the best yield and enantiomeric excess. Confirmation of absolute configuration was made by NMR using a single-derivatization low-temperature procedure and MPA as the auxiliary reagent.
A palladium-catalyzed synthetic approach to new Huperzine A analogues modified at the pyridone ring
Gemma, Sandra,Butini, Stefania,Fattorusso, Caterina,Fiorini, Isabella,Nacci, Vito,Bellebaum, Katherine,McKissic, Down,Saxena, Ashima,Campiani, Giuseppe
, p. 87 - 93 (2003)
The synthesis of two new Huperzine A analogues is reported. Both products present an amino substituted benzo-fused system in place of the pyridone ring of the natural alkaloid. The synthetic strategy to the two analogues is based on three different key palladium-catalyzed steps, namely a carbonylation reaction, an epoxide isomerization and a bicycloannulation reaction.
Iodine(III)-mediated ring contraction reactions: Synthesis of oxygen-And nitrogen-substituted indanes
Ahmad, Anees,Silva, Luiz F.
, p. 1820 - 1831 (2016/10/18)
The synthesis of oxygen-And nitrogen-substituted indanes was successfully performed by iodine(III)-mediated ring contraction of 1,2-dihydronaphthalenes. Acetoxy and benzoyloxy alkenes afforded indanes in 60-71percent yield, irrespective of their position on aromatic ring. Similarly, the nitrogen containing substrates protected with 9-fluorenylmethyloxycarbonyl (Fmoc) and benzoyl (Bz) groups smoothly undergoes ring contraction giving indanes in 64-77percent yield. The tosyl-protected substrate resulted only in addition products.
Synthesis of dihydrobenzo[h]coumarins and their 4-methyl analogs
Wang, Yang,Huang, Shaoxu,Xia, Peng
, p. 3141 - 3156 (2007/10/03)
Dihydrobenzo[h]coumarins (5a-7a) and their 4-methyl analogs (5b-7b) were synthesized from 1-naphthol via two different synthetic routes. One pathway is the direct condensation of 5,8-dihydro-1-naphthol (9) with malic acid or ethyl acetoacetate, affording 7,10-dihydrobenzo[h]coumarins 7a and 7b, respectively. The other is through the oxidation of 7,8,9,10-tetrahydrobenzo[h] coumarins (15a-b), followed by the reduction of the carbonyl group and dehydration of hydroxyl group, giving 7,8-dihydrobenzo[h]coumarins (5a, b) and 9,10-dihydrobenzo[h]coumarins (6a, b). The regio selectivities for the oxidation reactions of 15a, b were rationalized on the basis of quantum chemical calculations and further confirmed by the X-ray crystallographic analysis of the derivatives of oxidation products. Copyright Taylor & Francis, Inc.
Tetrahydroquinoline derivatives as antithrombotic agents
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Page 68, (2010/02/05)
This invention relates generally to tetracyclic tetrahydroquinoline compounds, and analogues thereof, and pharmaceutically acceptable salt forms thereof, which are selective inhibitors of serine protease enzymes, especially factor VIIa; pharmaceutical compositions containing the same; and methods of using the same as anticoagulant agents for modulation of the coagulation cascade.
CARBAMYLPIPERAZINE COMPOUNDS
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, (2008/06/13)
4-(3-Aryloxy-2-hydroxypropyl)piperazines bearing a carbamyl group in the 1-position are β-adrenergic blockers. A typical example is 1-carbamyl-4-{3-2-allyl-3-(2-carbethoxyaminoethyl)phenoxy!-2-hydroxypropyl} piperazine.
Propionamidoxime derivatives
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, (2008/06/13)
Propionamidoxime derivatives which are compounds of formula (I) STR1 in which A is a tetrahydronaphthyl or dihydronaphthyl radical and their pharmaceutically acceptable salts are valuable for treatment of the central nervous system and depression. The above compounds are prepared by reacting the nitrile (II) STR2 with hydroxylamine hydrochloride.
