13398-41-9Relevant academic research and scientific papers
DETERMINATION OF THE ABSOLUTE CONFIGURATION AT C-6 AND C-7 SERRICORNIN (4,6-DIMETHYL-7-HYDROXY-3-NONANONE), THE SEX PHEROMONE OF THE CIGARETTE BEETLE
Mori, Kenji,Nomi, Hiroko /nee Iwasawa/,Chuman, Tatsuji,Kohno, Masahiro,Kato, Kunio,Noguchi, Masao
, p. 1127 - 1130 (1981)
The absolute configuration at C-6 and C-7 of serricornin was established as (6S, 7S) by synthesizing its (6R, 7S)-erythro and (6R, 7R)-threo isomers.
N-HYDROXYAMIDE DERIVATIVES AND USE THEREOF
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Page/Page column 92, (2008/06/13)
The present invention is related to N-hydroxyamide derivatives of Formula (I) and use thereof, in particular for the treatment and/or prophylaxis of autoimmune disorders, inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, cancer, respiratory diseases and fibrosis, including multiple sclerosis, arthritis, emphysema, chronic obstructive pulmonary disease, liver and pulmonary fibrosis.
On the Stereochemistry of E'- and E''-Reactions
Vogel, Ernst,Caravatti, Giorgio,Franck, Peter,Aristoff, Paul,Moody, Christopher,et al.
, p. 219 - 222 (2007/10/02)
The decarboxylative E'-dehydration of β,γ-unsaturated δ-hydroxy acids with DMF-dineopentylacetal shows SYN-faciality irrespective of whether the conformation of the hydroxy group relative to the double bond axis is anticlinal or synclinal.
Synthesis of erythro-2-Hydroxy-3-methylbutane-1,4-dioic Acid
Bhat, K. S.,Dixit, K. N.,Rao, A. S.
, p. 509 - 512 (2007/10/02)
Reduction of ethyl 3-methyl-2-oxobutane-1,4-dioate (3) with sodium borohydride furnishes a 6:1 mixture of ethyl erythro-2-hydroxy-3-methylbutane-1,4-dioate (8) and ethyl threo-2-hydroxy-3-methylbutane-1,4-dioate (18).Hydrolysis of this mixture with aq. hydrochloric acid gives a mixture of acids from which pure erythro-2-hydroxy-3-methylbutane-1,4-dioic acid (4) has been isolated.The stereochemistry of 4 has been establishrd by PMR and by transforming it to the anhydride, erythro-dihydro-3-acetyloxy-4-methyl-2,5-furandione (26).
The Use of Microorganisms in Organic Synthesis. II. Microbiological Asymmetric Reduction of 2-Methyl-3-oxosuccinates
Akita, Hiroyuki,Furuichi, Akiya,Koshiji, Hiroko,Horikoshi, Koki,Oishi, Takeshi
, p. 4384 - 4390 (2007/10/02)
In order to synthesize four optically active methyl 2-methylmalates (10-13), microbiological asymmetric reduction of the corresponding dimethyl 2-methyl-3-oxosuccinate (9) was carried out.The β-keto diester 9 was found to be reduced by fermenting baker's yeast (Saccharomyces cerevisiae) and Candida albicans to afford a mixture of the (2R,3R)-isomer 10 and the (2S,3R)-isomer 11.Although the optical purity of 10 produced by Candida albicans was reasonably high (95percent e.e.), optical yields of other products were unexpectedly low.However, identification of the four possible isomers 14-17 was found to be easily carried out by means of nuclear magnetic resonance spectroscopy.Keywords - α-methyl-β-keto ester; methylmalate; asymmetric reduction; microbiological reduction; yeast; methyl 2-methylmalate
SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF SERRICORNIN
Mori, Kenji,Nomi, Hiroko,Chuman, Tatsuji,Kohno, Masahiro,Kato, Kunio,Noguchi, Masao
, p. 3705 - 3712 (2007/10/02)
The absolute stereochemistry of serricornin (4,6-dimethyl-7-hydroxy-3-nonanone) was established as 4S, 6S, 7S by synthesizing both (4S, 6S, 7S)-isomer and its antipode.Only the natural enantiomer was bioactive.by
