115114-87-9Relevant academic research and scientific papers
An efficient synthesis of enantiomerically pure (R)-(2-benzyloxyethyl)oxirane from (S)-aspartic acid
Frick,Klassen,Bathe,Abramson,Rapoport
, p. 621 - 623 (1992)
A 3-step synthesis of the title compound from (S)-aspartic acid is described. The overall yield of this process is 65% and the enantiomeric purity (ep) of the product is greater than 99%.
Titanium-catalyzed asymmetric epoxidation of non-activated olefins with hydrogen peroxide
Sawada, Yuji,Matsumoto, Kazuhiro,Katsuki, Tsutomu
, p. 4559 - 4561 (2007)
A greener oxidation: A titanium(salalen) complex catalyzes the asymmetric epoxidation of aliphatic (non-activated) olefins using aqueous hydrogen peroxide as the oxidant. Reactions with aliphatic terminal and Z olefins furnish the corresponding epoxides in good yields with high enantioselectivities of up to 97% ee.
Studies toward the stereoselective synthesis of C13 to C21 fragment of the brasilinolides family of immunosuppressive macrolides
Ravindranath, Hajari,Sharma, Gangavaram V. M.
, p. 2485 - 2490 (2015)
The work describes our attempts to synthesize the C13 to C21 fragment of brasilinolides, a 32-membered macrolide class of molecule. The C13 to C21 segment encompasses six asymmetric centers and a pyran ketal moiety. The synthesis starts from L-malic acid,
Stereoselective synthesis of resorcylic acid lactone Cochliomycin B
Nagalatha,Siva Ganesh,Venkat Narsaiah
, (2021/09/22)
The total synthesis of 14-membered resorcylic acid lactone, Cochliomycin B has prescribed, in a convergent manner, from readily available starting materials, D-galactose, L-aspartic acid and ethyl acetoacetate. The key reactions involved in the synthesis are Julia-Kocienski olefination, E-selective Horner-Wadsworth-Emmons olefination and intramolecular lactonization.
Stereoselective total synthesis of C2-symmetric natural products pyrenophorol and its derivatives
Narala, Siva Ganesh,Nagalatha,Venkat Narsaiah
supporting information, p. 2173 - 2178 (2019/03/11)
A stereoselective total synthesis of 16-membered C2-symmetric macrodiolide Pyrenophorol, Tetrahydropyrenophorol and 4,4-diacetylpyrenophorol have been accomplished. The synthesis started from commercially available L-Aspartic acid and the key reactions involved are regioselective epoxide opening, CBS reduction, Pinnick oxidation and Mitsunobu dilactonization.
[4-(1, 3, 3-TRIMETHYL-2-OXO-3, 4-DIHYDRO-1H-QUINOXALIN-7-YL) PHENOXY]ETHYLOXY COMPOUND OR SALT THEREOF
-
Paragraph 0112, (2018/07/29)
The present invention relates to a novel [4-(1,3,3-trimethyl-2-oxo-3,4-dihydro-1H-quinoxalin-7-yl)phenoxy]ethyloxy compound or a salt thereof. The compound or a salt thereof of the present invention has a glucocorticoid receptor agonist activity, and is u
Structure-Activity Relationships of 6- and 8-Gingerol Analogs as Anti-Biofilm Agents
Choi, Hyunsuk,Ham, So-Young,Cha, Eunji,Shin, Yujin,Kim, Han-Shin,Bang, Jeong Kyu,Son, Sang-Hyun,Park, Hee-Deung,Byun, Youngjoo
, p. 9821 - 9837 (2017/12/26)
Pseudomonas aeruginosa is a causative agent of chronic infections in immunocompromised patients. Disruption of quorum sensing circuits is an attractive strategy for treating diseases associated with P. aeruginosa infection. In this study, we designed and synthesized a series of gingerol analogs targeting LasR, a master regulator of quorum sensing networks in P. aeruginosa. Structure-activity relationship studies showed that a hydrogen-bonding interaction in the head section, stereochemistry and rotational rigidity in the middle section, and optimal alkyl chain length in the tail section are important factors for the enhancement of LasR-binding affinity and for the inhibition of biofilm formation. The most potent compound 41, an analog of (R)-8-gingerol with restricted rotation, showed stronger LasR-binding affinity and inhibition of biofilm formation than the known LasR antagonist (S)-6-gingerol. This new LasR antagonist can be used as an early lead compound for the development of anti-biofilm agents to treat P. aeruginosa infections.
NOVEL SIGMA-2 RECEPTOR BINDERS AND THEIR METHOD OF USE
-
Paragraph 0477, (2016/11/28)
Pharmaceutical compositions of the invention comprise functionalized lactone derivatives having a disease-modifying action in the treatment of diseases associated with dysregulation of sigma-2 receptor activity.
Intramolecular thermal stepwise [2 + 2] cycloadditions: Investigation of a stereoselective synthesis of [n.2.0]-bicyclolactones
Throup, Adam,Patterson, Laurence H.,Sheldrake, Helen M.
supporting information, p. 9554 - 9559 (2016/10/22)
Fused cyclobutanes are found in a range of natural products and formation of these motifs in a straightforward and easy manner represents an interesting synthetic challenge. To this end we investigated an intramolecular variant of the thermal enamine [2 + 2] cyclisation, developing a diastereoselective intramolecular enamine [2 + 2] cyclisation furnishing δ lactone and lactam fused cyclobutenes in good yield and excellent diastereoselectivity.
First stereoselective total synthesis of Neocosmosin A: A facile approach
Dachavaram, Soma Shekar,Kalyankar, Kondbarao Balasaheb,Das, Saibal
supporting information, p. 5629 - 5631 (2014/12/11)
First stereoselective concise synthesis of Neocosmosin A, with in vitro binding affinity for human opioid and cannabinoid receptors, has been reported using readily available starting materials such as methylacetoacetate, cyclohexanone, and homoallyl alco
