41954-96-5Relevant academic research and scientific papers
Stereoselective dioxygenation of enoates
Dussault, Patrick H.,Woller, Kevin R.,Hillier, Michael C.
, p. 8929 - 8940 (1994)
The auxiliary-directed reaction of singlet oxygen with tiglate esters furnishes an asymmetric synthesis of 3-hydroperoxy-2-methylidene butenoates. Although previous reports have suggested that s-cis enoate conformers undergo preferential oxygenation relative to the s-trans conformers, our results suggest that both conformers are reactive and that the modest stereoselectivity is based upon a conformational equilibrium favoring the s-trans conformer.
COMPOUNDS AND METHODS FOR TARGETED DEGRADATION OF KRAS
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Paragraph 00235, (2021/10/15)
Bifunctional compounds, which find utility as modulators of Kirsten ras sarcoma protein (KRas or KRAS), are described herein. In particular, the hetero-bifunctional compounds of the present disclosure contain on one end a moiety that binds to the Von Hippel-Lindau E3 ubiquitin ligase and on the other end a moiety which binds KRas, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The heterobifunctional compounds of the present disclosure exhibit a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aberrant regulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.
MODULATORS OF PROTEOLYSIS AND ASSOCIATED METHODS OF USE
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Paragraph 00763-00764, (2019/10/29)
The present disclosure relates to bifunctional compounds, which find utility as modulators of Kirsten rat sarcoma protein (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation, accumulation, and/or overactivation of the target protein are treated or prevented with compounds and compositions of the present disclosure.
Posaconazole impurities and preparation method and use thereof
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Paragraph 0164-0166, (2018/09/08)
The invention discloses Posaconazole impurities, for example 4c shown in the description (PG is a hydroxyl protective group). Meanwhile, the invention further discloses a preparation method and use ofthe impurities.
Stereoselective synthesis of C19-C27 fragment of bryostatin 11
Yadav,Swamy,Subba Reddy,Ravinder
supporting information, p. 4054 - 4056 (2014/07/22)
A convergent synthesis of C19-C27 fragment (2) of bryostatin-11 is described. The key steps involved in this approach are kinetic resolution, Grignard reaction, and Sharpless dihydroxylation. AIBN catalyzed radical cyclization strategy has been used for the first time to construct the six-membered pyran system.
Stereoselective synthesis of C19-C27 fragment of bryostatin 11
Yadav,Swamy,Subba Reddy,Ravinder
supporting information, p. 4054 - 4056 (2015/02/02)
A convergent synthesis of C19-C27 fragment (2) of bryostatin-11 is described. The key steps involved in this approach are kinetic resolution, Grignard reaction, and Sharpless dihydroxylation. AIBN catalyzed radical cyclization strategy has been used for the first time to construct the six-membered pyran system.
Synthetic approaches to the bottom half fragment for bryostatin 11
Nakagawa-Goto, Kyoko,Crimmins, Michael T.
, p. 1555 - 1558 (2011/08/05)
An approach towards the stereoselective synthesis of the bottom half fragment of bryostatin 11 is described. Key steps -include asymmetric aldol and Saksena-Evans reduction reactions -to construct multiple stereogenic centers and thioketalization-lactoniz
Stereoselective direct amine-catalyzed decarboxylative aldol addition
Rohr, Kerstin,Mahrwald, Rainer
supporting information; experimental part, p. 1878 - 1880 (2011/06/20)
A stereoselective decarboxylative aldol addition of β- and α-keto acids in the presence of catalytic amounts of amines is described. By the optional deployment of chiral enolizable aldehydes an access to enantiopure configurative defined ketopentoses, ketohexoses, or ketoheptoses is given.
Alkylation and aldol reactions of acyl derivatives of N-1-(1′-naphthyl)ethyl-O-tert-butylhydroxylamine: asymmetric synthesis of α-alkoxy-, α-substituted-β-alkoxy- and α,β-dialkoxyaldehydes
Chernega, Alexander N.,Davies, Stephen G.,Fletcher, Ai M.,Goodwin, Christopher J.,Hepworth, David,Prasad, R. Shyam,Roberts, Paul M.,Savory, Edward D.,Smith, Andrew D.,Thomson, James E.
experimental part, p. 4167 - 4194 (2010/07/06)
Treatment of a range of O-protected glycolate derivatives of the chiral auxiliary N-1-(1′-naphthyl)ethyl-O-tert-butylhydroxylamine with KHMDS in the presence of 18-crown-6 followed by addition of an alkyl halide generates α-substituted derivatives with very high levels of diastereoselectivity. Alternatively, reaction of the potassium enolate of a propanoate or O-protected glycolate derivative of N-1-(1′-naphthyl)ethyl-O-tert-butylhydroxylamine with a range of aldehydes gives syn-aldol products with high levels of diastereoselectivity. These adducts may be reductively cleaved with LiAlH4 to give enantiopure α-alkoxy-, α-substituted-β-alkoxy- and α,β-dialkoxyaldehydes in good yield.
Highly diastereoselective α-hydroxylation of fox chiral auxiliary-based amide enolates with molecular oxygen
Lubin, Hodney,Tessier, Arnaud,Chaume, Gregory,Pytkowicz, Julien,Brigaud, Thierry B.
supporting information; experimental part, p. 1496 - 1499 (2010/07/03)
"Figure Presented" Using a trifluoromethylated oxazolidine (Fox) chiral auxiliary, the hydroxylation reaction of enolates was very efficiently performed under smooth and friendly conditions with molecular oxygen as oxidizer. This reaction occurred with an extremely high diastereoselectivlty. After cleavage, the chlral auxiliary Is efficiently recovered and highly valuable enantlopure oxygenated carboxylic acids and alcohols are released.
