105663-22-7Relevant academic research and scientific papers
Enantioselective Hydrolysis of Five-membered-ring Acetates catalysed by Pseudomonas fluorescens Lipase
Xie, Zhuo-Feng,Suemune, Hiroshi,Sakai, Kiyoshi
, p. 838 - 839 (1987)
The racemic acetates of five-membered-ring alcohols were successfully resolved into the optically active alcohols with high optical purities by Pseudomonas fluorescens lipase.
Enantioselective enzymatic approach to (+)- and (-)-2-acetoxy/hydroxycyclopentanones
Easwar, Srinivasan,Desai, Shrivallabh B.,Argade, Narshinha P.,Ganesh, Krishna N.
, p. 1367 - 1371 (2002)
A new practical enzymatic approach to (+)- and (-)-2-acetoxy/hydroxycyclopentanones with 96-98% ee has been described via enzymatic hydrolysis of the meso-diacetate 2, Swern oxidation of the thus formed (±)-hydroxy acetates 3 and 4, followed by re-enzymatic resolution. Enantiomerically pure (+)- and (-)-2-hydroxycyclopentanones are in equilibrium with enediol 9 and slowly undergo racemisation, a process which could be arrested by protecting the hydroxyl group as the acetate.
Enzymatic Preparation of Optically Pure trans-1,2-Cycloalkanediols
Seemayer, R.,Schneider, M. P.
, p. 49 - 50 (1991)
trans-1,2-Cycloalkanediols (R,R)-1,4 and (S,S)-1,3 of high optical purities are prepared by enzymatic hydrolysis and estrification catalyzed by a lipase from Pseudomonas sp. (SAM II).
Enzymatic Hydrolysis of (+/-)-trans-1,2-Diacetoxycycloalkanes. A Facile Route to Optically-active Cycloalkane-1,2-diols
Crout, David H. G.,Gaudet, Veronique S. B.,Laumen, Kurt,Schneider, Manfred P.
, p. 808 - 810 (1986)
The racemic title compounds were resolved conveniently into the enantiomers with high optical purities by enzymatic hydrolysis in the presence of porcine liver esterase.
One-Pot desymmetrization of meso-l,2-hydrocarbon diols through acylation and oxidation
Mueller, Christian E.,Zell, Daniela,Schreiner, Peter R.
, p. 9647 - 9650 (2009)
Avoid racemization! Short lipophilic oligopeptides utilizing nucleophilic N-jt-methyl histidine residues catalyze the desymmetrization of wieso-l,2-diols with enantiomeric ratios of up to 94:6. Direct one-pot oxidation, which avoids the well-known racemiz
Regioselective lithiation of benzyl imidazole: Synthesis and evaluation of new organocatalysts for trans-diol functionalization.
El-Mansy, Mohamed,Ghosh, Ankan,Cheong, Paul Ha-Yeon,Carter, Rich
supporting information, p. 3131 - 3139 (2019/09/03)
Benzyl imidazole was successfully lithiated using n-BuLi at ?78 °C and verified by deuterium incorporation. The chemical reaction of the lithiated benzimidazole was explored with a series of different electrophiles. This approach was utilized to synthesiz
3-Deazaneplanocin A and neplanocin a analogues and their effects on apoptotic cell death
Tam, Eric K.W.,Nguyen, Tuan Minh,Lim, Cheryl Z.H.,Lee, Puay Leng,Li, Zhimei,Jiang, Xia,Santhanakrishnan, Sridhar,Tan, Tiong Wei,Goh, Yi Ling,Wong, Sze Yue,Yang, Haiyan,Ong, Esther H.Q.,Hill, Jeffrey,Yu, Qiang,Chai, Christina L.L.
supporting information, p. 173 - 182 (2015/04/14)
3-Deazaneplanocin A (DzNep) is a potential epigenetic drug for the treatment of various cancers. DzNep has been reported to deplete histone methylations, including oncogenic EZH2 complex, giving rise to epigenetic modifications that reactivate many silenced tumor suppressors in cancer cells. Despite its promise as an anticancer drug, little is known about the structure-activity relationships of DzNep in the context of epigenetic modifications and apoptosis induction. In this study, a number of analogues of DzNep were examined for DzNeplike ability to induce synergistic apoptosis in cancer cells in combination with trichostatin A, a known histone deacetylase (HDAC) inhibitor. The structure-activity relationship data thus obtained provide valuable information on the structural requirements for biological activity. The studies identified three compounds that show similar activities to DzNep. Two of these compounds show good pharmacokinetics and safety profiles. Attempts to correlate the observed synergistic apoptotic activities with measured S-adenosylhomocysteine hydrolase (SAHH) inhibitory activities suggest that the apoptotic activity of DzNep might not be directly due to its inhibition of SAHH.
Alcohol cross-coupling for the kinetic resolution of diols via oxidative esterification
Hofmann, Christine,Schümann, Jan M.,Schreiner, Peter R.
, p. 1972 - 1978 (2015/02/19)
We present an organocatalytic C-O-bond cross-coupling strategy to kinetically resolve racemic diols with aromatic and aliphatic alcohols, yielding enantioenriched esters. This one-pot protocol utilizes an oligopeptide multicatalyst, m-CPBA as the oxidant, and N,N-diisopropylcarbodiimide as the activating agent. Racemic acyclic diols as well as trans-cycloalkane-1,2-diols were kinetically resolved, achieving high selectivities and good yields for the products and recovered diols.
Macrocyclic proline derived HCV serine protease inhibitors
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Page/Page column 137, (2016/01/20)
The present invention discloses compounds of Formula I or pharmaceutically acceptable salts, esters, or prodrugs thereof: which inhibit serine protease activity, particularly the activity of hepatitis C virus (HCV) NS3-NS4A protease. Consequently, the com
Enantiomerically enriched trans-diols from alkenes in one pot: A multicatalyst approach
Hrdina, Radim,Mueller, Christian E.,Wende, Raffael C.,Wanka, Lukas,Schreiner, Peter R.
supporting information; experimental part, p. 2498 - 2500 (2012/04/10)
Multicatalysts consisting of non-natural oligopeptides with distinctly different catalytic moieties create molecular complexity in a multistep one-pot sequence starting from simple alkenes yielding highly enantiomerically enriched trans-diols. The Royal Society of Chemistry 2012.
