56930-04-2Relevant academic research and scientific papers
A metagenomics approach for new biocatalyst discovery: Application to transaminases and the synthesis of allylic amines
Baud, Damien,Jeffries, Jack W. E.,Moody, Thomas S.,Ward, John M.,Hailes, Helen C.
, p. 1134 - 1143 (2017/08/14)
Transaminase enzymes have significant potential for the sustainable synthesis of amines using mild aqueous reaction conditions. Here a metagenomics mining strategy has been used for new transaminase enzyme discovery. Starting from oral cavity microbiome samples, DNA sequencing and bioinformatics analyses were performed. Subsequent in silico mining of a library of contiguous reads built from the sequencing data identified 11 putative Class III transaminases which were cloned and overexpressed. Several screening protocols were used and three enzymes selected of interest due to activities towards substrates covering a wide structural diversity. Transamination of functionalized cinnamaldehydes was then investigated for the production of valuable amine building blocks.
COMPOSITIONS AND METHODS USING THE SAME FOR TREATMENT OF NEURODEGENERATIVE AND MITOCHONDRIAL DISEASE
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Page/Page column 120, (2015/09/22)
The present disclosure is directed, in part, to compounds, or pharmaceutically acceptable salts thereof, for the treatment and/or prevention of neurodegenerative disease and/or mitchonodrial disease including Parkinson's disease and Leigh's disease.
Modular synthesis of 1,2-Diamine derivatives by palladium-Catalyzed aerobic oxidative cyclization of allylic sulfamides
McDonald, Richard I.,Stahl, Shannon S.
supporting information; experimental part, p. 5529 - 5532 (2010/09/05)
Chemical equation presented Allylic sulfamides undergo aerobic oxidative cyclization at room temperature, mediated by a Pd(O 2CCF3)2/DMSO catalyst system in tetrahydrofuran. The cyclic sulfamide products are readily converted into 1,2-diamines, and substrates derived from chiral allylic amines cyclize with very high diastereoselectivity.
Rhodium(I)-catalyzed ene-allene carbocyclization strategy for the formation of azepines and oxepines
Brummond, Kay M.,Chen, Hongfeng,Mitasev, Branko,Casarez, Anthony D.
, p. 2161 - 2163 (2007/10/03)
A novel strategy for the preparation of seven-membered heterocyclic compounds has been realized. Treatment of ene-allene 1 with a catalytic quantity of rhodium biscarbonyl chloride dimer affords the cyclization product 2 in moderate to high yields. The sc
Synthesis of 2,3-disubstituted pyrroles from 3,N-dilithio-N-(tert-butyldimethylsilyl)-2-buten-1-amine
Jacobson, Madeleine A.,Williard, Paul G.
, p. 32 - 37 (2007/10/03)
N-(Trialkylsilyl)allylamines can be deprotonated at the cis-vinylic position to yield 3,N-dilithio-N-(trialkylsilyl)allylamines under mild conditions. N-(Trialkylsilyl)allylamines with terminal alkyl substituents were reported not to form dianions under t
Thermolysis of N-Allylic 1,2,4-Triazoles
Carlsen, Per H. J.,Jorgensen, Kare B.
, p. 797 - 806 (2007/10/03)
A number of 4-allylic substituted 3,5-diphenyl-4H-1,2,4-triazoles were thennolyzed at 315-320° in evacuated glass ampoules. The main reaction in the melt was rearrangement to the corresponding 1-substituted triazoles, which appeared to proceed via competing SN2 and SN2′ mechanisms. The allylic systems were observed to undergo [2,3]-allyl walk reactions between the 1- and 2-ring positions. Allyl to vinyl isomerization also took place. Substitution of the allylic moiety increased the rate of reaction but decreased the rate of isomerization of allylic to the vinylic substituted triazoles. The 4-vinyl substituted triazoles were inert under the reaction conditions. Some triazoles were converted into substituted pyridines. This was proposed to proceed via nitrogen extrusion and formation of a 1,3-dipolar intermediate (nitrile ylide) which added intramolecularly to the allyl moiety and subsequently aromatized to the pyridine.
Synthesis of primary amines using potassium 1,1,3,3-tetramethyldisilazide as aminating agent of alkyl halides
Itsuno,Koizumi,Okumura,Ito
, p. 150 - 152 (2007/10/02)
A one-pot synthesis of various primary amines is described. Potassium 1,1,3,3-tetramethyldisilazide, prepared from 1,1,3,3-tetramethyldisilazane and potassium hydride, reacts with alkyl bromides, iodides, tosylates, benzylic chlorides, and allylic chlorides to give the corresponding N,N-bis(dimethylsilyl)amines in high yields. Subsequent deprotection of the dimethylsilyl group was performed under mildly acidic conditions to afford primary amines. This method was also applied to the preparation of aminomethylated cross-linked polystyrene.
Derivatives of leukotrienes A and C
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, (2008/06/13)
The present invention provides novel derivatives of leukotrienes A and C which are useful in inhibiting the smooth muscle contracting effects of SRS-A; inhibiting platelet aggregation; and inhibiting the biosynthesis of thromboxane A2.
The Reactions of Singlet NH Radicals with C4 Olefins in the Liquid Phase
Hamada, Jun-ichi,Tsunashima, Shigeru,Sato, Shin
, p. 662 - 666 (2007/10/02)
The reactions of NH radicals with C4 olefins, trans- and cis-2-butenes, 1-butene, and isobutene, were investigated by the photolysis of hydrogen azide in the liquid olefin at 0 deg C and at the temperature of Dry Ice-methanol.Except for nitrogen and ammonia, amines and aziridines were found to be formed in good yield. 2-Butene-1-amine and trans-2,3-dimethylaziridine from trans-2-butene, 2-butene-1-amine and cis-2,3-dimethylaziridine from cis-2-butene, 3-butene-1- and 2-amines and 2-ethylaziridine from 1-butene, and 2-methyl-2-propene-1-amine and 2,2-dimethylaziridine from isobutene.These product formations were successfully explained by the insertion into the C-H bond and the addition to the double bond of olefin by the singlet NH radicals.In the case of 2-butene, no isomerized aziridine formation was observed.This result suggested that the triplet NH radicals rarely add to the double bond of olefin.
