82983-20-8Relevant academic research and scientific papers
Enantioselective Enzymatic Reduction of Acrylic Acids
An, Chihui,Shaw, Megan H.,Tharp, Annika,Verma, Deeptak,Li, Hongming,Wang, Heather,Wang, Xiao
supporting information, p. 8320 - 8325 (2020/11/03)
An ene-reductase (ERED 36) with broad substrate specificity was identified, and optimization studies led to the development of an enzymatic protocol for the reduction of α,β-unsaturated acids under mild, aqueous conditions. The substrate scope includes aromatic- A nd aliphatic-substituted acrylic acids, as well as cyclic α,β-substituted acrylic acids, yielding chiral α-substituted acids with exquisite levels of enantioselectivity (>99% ee).
Microwave-assisted synthesis of the (E)-α-methylalkenoate framework from multifunctionalized allylic phosphonium salts
Meier, Lidiane,Ferreira, Misael,Sa, Marcus M.
experimental part, p. 179 - 186 (2012/07/14)
A convenient and general microwave-assisted method for the synthesis of stereochemically defined α-methylalkenoic acids and esters from allylic phosphonium salts in a basic aqueous medium is described. A selective preparation of acids or esters was dependent on the base (NaOH or NaHCO 3) employed in the reaction and could be achieved with good to excellent yields under mild conditions in the absence of hydrides and reducing agents.
Pd(II)-catalyzed intramolecular amidoarylation of alkenes with molecular oxygen as sole oxidant
Yip, Kai-Tai,Yang, Dan
, p. 2134 - 2137 (2011/06/19)
Stereoselective palladium-catalyzed synthesis of structurally versatile indoline derivatives, using molecular oxygen as the sole oxidant, is described. New C-N and C-C bonds form across an alkene in an intramolecular manner. The C-N bond-forming step proceeds via a syn-amidopalladation pathway. The moderate kinetic isotope effects (intramolecular KIE = 3.56) suggest that electrophilic aromatic substitution occurs in the arylation step.
Correlation of hydrolysis and desilylation of 2-[(trimethylsilyl)methyl] acrylate derivatives in aqueous alkali solutions
Kuroda, Chiaki,Sunakawa, Takeshi,Muguruma, Yuichi
scheme or table, p. 888 - 896 (2009/03/11)
Hydrolysis and desilylation reaction of 2-[(trimethylsilyl)methyl]acrylate (=2-[(trimethylsilyl)methyl] prop-2-enoate) derivatives were studied to evaluate the effect of the presence/absence of a further conjugating substituent (Schemes 3 and 4 and Tables 1 and 2). The substrates having a nonconjugating substituent at the acrylate moiety were stable to dilute alkali conditions, and afforded simple hydrolysis products under concentrated alkali conditions. In contrast, both hydrolysis and desilylation occurred from the substrates bearing conjugated substituents at the acrylate skeleton. The difference in reactivity can be explained in terms of the stabilization of the intermediate anion.
New orally active enkephalinase inhibitors: Their synthesis, biological activity, and analgesic properties
Senokuchi, Kazuhiko,Nakai, Hisao,Nagao, Yuuki,Sakai, Yasuhiro,Katsube, Nobuo,Kawamura, Masanori
, p. 441 - 463 (2007/10/03)
A series of (4s)-4-[(2S)-benzyl-3-mercaptopropionylamino]-4-(N- phenylcarbamoyl)-butyric acids has been identified as potent systemically active enkephalinase inhibitors. Structure-activity relationships (SAR) are discussed. Further chemical modification of the inhibitors was carried out in order to identify the inhibitors which are orally active in an animal model. Compounds of particular interest are the prodrug-like analogues, including 5b (ONO-9902). Their analgesic effects after oral administration were evaluated.
SULFOXIMINE AND SULDODIIMINE MATRIX METALLOPROTEINASE INHIBITORS
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, (2008/06/13)
Novel sulfoximine and sulfodiimine matrix metalloproteinase inhibitors of the formula, STR1 wherein: R 1 is selected from the group consisting of lower-alkyl, hydroxy lower-alkyl, amino lower-alkyl, carbamoyl lower-alkyl, lower-alkyl carbonyl, lower-alkyoxyalkyl, aralkyl and heteroaralkyl;X is NH or O;R 2 is selected from the group consisting of hydrogen, lower-alkyl and aralkyl;R 3 is selected from the group consisting of hydrogen, lower-alkyl, amino lower-alkyl, guanyl lower-alkyl, aralkyl and heteroaralkyl; andR 4 is selected from the group consisting of lower alkyl, aralkyl and--CH(R 5)--C(O)NH 2, wherein R 5 is selected from the group consisting of hydrogen, lower-alkyl, amino lower-alkyl, guanyl lower-alkyl, imidazoylalkyl, hydroxymethyl, 1-hydroxyethyl, mercapto lower-alkyl, and methylthio lower-alkyl;useful for modulating physiological functions or treating diseases and disease conditions associated with matrix metalloproteinase modulation.
Thieno thiopyran sulfonamide derivatives, pharmaceutical compositions and use
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, (2008/06/13)
Aromatic sulfonamides with a saturated heterocycle fused thereto are carbonic anhydrase inhibitors useful in the treatment of elevated intraocular pressure.
Substituted aromatic sulfonamides as antiglaucoma agents, compositions and use
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, (2008/06/13)
Aromatic sulfonamides with a saturated heterocycle fused thereto are carbonic anhydrase inhibitors useful in the treatment of elevated intraocular pressure.
Substituted aromatic sulfonamides as antiglaucoma agents
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, (2008/06/13)
Aromatic sulfonamides with a saturated heterocycle fused thereto are carbonic anhydrase inhibitors useful in the treatment of elevated intraocular pressure.
