83398-53-2Relevant academic research and scientific papers
Conformation of [1-13C, 15N]acetyl-L-carnitine. Rotational-echo, double-resonance nuclear magnetic resonance spectroscopy
Anderson, Robert C.,Gullion, Terry,Joers, Jim M.,Shapiro, Michael,Villhauer, Edwin B.,Weber, Hans Peter
, p. 10546 - 10550 (1995)
The conformation of [1-13C, 15N]acetyl-L-carnitine is studied by rotational-echo, double-resonance (REDOR) NMR experiments. The REDOR results show that acetyl-L-carnitine adopts an extended molecular conformation in the solid state f
CHEMICAL COMPOUNDS AS INHIBITORS OF INTERLEUKIN-1 ACTIVITY
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Paragraph 00683; 00684, (2018/08/12)
The present disclosure relates to novel sulfonylurea and sulfonyl thiourea compounds and related compounds and their use in treating a disease or condition responsive to modulation of cytokines such as IL-1β and IL-18, modulation of NLRP3 or inhibition of the activation of NLRP3 or related components of the inflammatory process.
Preparation of optically active 1,2-diol monotosylates by enzymatic hydrolysis
Shimada, Yasutaka,Sato, Hiroshi,Minowa, Shinji,Matsumoto, Kazutsugu
, p. 367 - 370 (2008/04/01)
An easy preparation of optically active 1,2-diol monotosylate derivatives by enzymatic hydrolysis is disclosed. Lipase PS (Burkholderia cepacia) catalyzes the hydrolysis of racemic 2-acetoxyhexyl tosylate with excellent enantioselectivity to afford the corresponding optically active compounds. In this reaction, a unique temperature effect is observed. After optimizing the reaction conditions, this procedure is widely applicable to the practical preparation of both enantiomers of various optically active compounds with high ee. Georg Thieme Verlag Stuttgart.
Amine assisted enzymatic esterification of 1,2-diol monotosylates
Boaz,Zimmerman
, p. 153 - 156 (2007/10/02)
The enzymatic esterification of 1,2-diol monotosylates in organic solvent under standard conditions often fails to achieve the desired 50% conversion due to enzyme inactivation by acidic contaminants. The inclusion of an amine affords rapid conversion to
Selective Additions of Gaseous Hydrochloric Acid to Crystalline Epoxides und Steroid-Epoxides
Kaupp, Gerd,Ulrich, Anke,Sauer, Gerhard
, p. 383 - 390 (2007/10/02)
Solid epoxides add gaseous HCl or KBr regioselectively and without melting, if the melting points are sufficiently high.Such additions proceed diastereoselectively with chiral epoxides.These gas/solid reactions are compared to similar transformations in solution.One observes interesting reaction sequences in the conversions of steroidal epoxides.Thus the opening of the epoxide ring may be followed by cationic rearrangements, or it occurs elimination od water, if it creates conjugation to a carbonyl group.
A Convenient Chemoenzymatic Synthesis of (R)- and (S)-(Chloromethyl)oxirane
Chen, Ching-Shih,Liu, Yeuk-Chuen,Marsella, Michael
, p. 2559 - 2561 (2007/10/02)
(R)- and (S)-1-Chloro-3-tosyloxypropan-2-ol have been prepared by biocatalysed enantioselective esterification in hexane, and in turn could be readily converted into optically active (chloromethyl)oxirane in high yield.
A CHEMOENZYMATIC ACCESS TO OPTICALLY ACTIVE 1,2-EPOXIDES
Chen, Ching-Shih,Liu, Yeuk-Chuen
, p. 7165 - 7168 (2007/10/02)
Lipase-catalyzed transacylation in organic media was employed to produce optically active α-hydroxy tosylate which could be readily converted to the corresponding 1,2-epoxides with high optical purity.
Lipase-catalyzed Stereoselective Hydrolysis of 2-Acyloxy-3-chloropropyl p-toluenesulfonate
Hamaguchi, Shigeki,Ohashi, Takehisa,Watanabe, Kiyoshi
, p. 375 - 380 (2007/10/02)
Lipase-catalyzed stereoselective hydrolysis of 2-acyloxy-3-chloropropyl p-toluenesulfonate (1) was investigated.From the screening tests, lipases from Pseudomonas aeruginosa, Aspergillus niger, Mucor species, Rhizopus delemar and Rhizopus japonicus were f
Method for preparing L-carnitine
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, (2008/06/13)
L-carnitine is prepared by a synthesizing process starting from D-mannitol. The synthesis is started with the formation of a D-mannitol ketonide (more specifically D-mannitol acetonide from D-mannitol and acetone, whereafter the D-mannitol is split by oxidation to give glyceraldehyde acetonide, which is further reduced to glycerol acetonide. Then the free hydroxyl group is exchanged with a halogen atom (chlorine) with the formation of chlorodihydroxy propane, the primary alcoholic group of which is functionalized with the acid chloride of a sulfonic acid (tosylchloride). The reaction of the tosyl derivative with the salt of hydrogen cyanide leads to the formation of the corresponding nitrile which, when reacted with trimethylamine gives carnitinonitrile. The nitrile group is now hydrolyzed to give L-carnitine chloride. The formation of L-carnitine can then be obtained by exchanging the chloride ion with a hydroxyl ion.
