98524-17-5

Upstream product

• 24058-13-7 (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid methyl ester 
• 98-88-4 benzoyl chloride 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 67878-16-4 (8-methoxycarbonyloctyl)triphenylphosphonium bromide 
• 125010-82-4 4(S)-benzoyloxy-2(E)-nonenal 
• 109420-98-6 (-)(2S)(benzoyloxy)heptanal 
• 125010-81-3 6(S),9(S)-dibenzoyloxy-7(R),8(R)-O-methylethylidene-7,8-tetradecanediol 
• 125029-01-8 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol 
• 67878-15-3 methyl 9-bromononanoate 
• 41059-02-3 9-bromononanoic acid 
• 55362-80-6 9-bromononan-1-ol 
• 142748-77-4 methyl (11E,13S)-13-t-butyldimethylsilyloxyoctadec-11-en-9-ynoate 
• 132016-51-4 methyl (9Z,11E,13S)-13-t-butyldimethylsilyloxy-9,11-octadecadienoate 
• 142748-75-2 (1E,3S)-3-t-butyldimethylsilyloxy-1-chloro-1-octene 

Relevant academic research and scientific papers

Regio-and enantioselective catalytic monoepoxidation of conjugated dienes: Synthesis of chiral allylic cis-epoxides

Ti(IV)-salan 4 catalyzes the diastereo-and enantioselective monoepoxidation of conjugated dienes using 30% H2O2 at rt or below even in the presence of other olefins and adjacent stereocenters. Its enantiomer, ent-4, provides access to the opposite diastereomer or enantiomer. The resultant chiral allylic epoxides, and the triols derived from them, are versatile synthetic intermediates as well as substructures present in many bioactive natural products. The epoxidation is highly specific for Z-olefins. For 1-acyl(silyl)oxypenta-2,4-dienes, epoxidation of the distal olefin is generally favored in contrast to the adjacent regioselectivity characteristic of Sharpless, peracid, and other directed epoxidations of hydroxylated dienes.

Preparation of the enantiomers of hydroxy-C18 fatty acids and their anti-rice blast fungus activities

In order to examine the correlation between the anti-rice blast fungus activity and the chirality of allylic alcohols 1-3, which were characterized from the infected rice plants as an enantiomeric mixture with 10% e.e., a procedure for the chemical prepa

Production of hydroxy unsaturated fatty acids using crude lipoxygenase obtained from infected rice plants

In order to explore the oxidation mode of lipoxygenase (LOX) obtained from infected rice plants, typical unsaturated fatty acids (3-8) were treated with LOX and oxygen. It was observed that ω-10 and ω-6 positions of unsaturated fatty acids were oxidized predominantly in the cases of exotic ω-6 (4 and 5) and ω-3 (7 and 8) series, respectively. In the case of endogenous fatty acids (3 and 6), oxidation at ω-6 position predominated. All the allylic alcohols obtained by reduction of the oxidation products with NaBH4 possess S-configuration.

Stereoselective synthesis of (S)-13-hydroxy octadeca-(9Z, 11E)-di- and (9Z, 11E, 15Z)-trienoic acids: Selfdefensive substances against rice blast disease

A highly stereoselective synthesis of [(S)-coriolic acid] (1) and first total synthesis of (S)-15,16-didehydrocoriolic acid (2) by a Pd°-CuI catalysed coupling of (S )-halovinylalcohol with acetylenic moiety is described. The required optically pure chlor

SYNTHESIS BY MICROBIAL REDUCTION OF (S)-13-HYDROXY-9Z,11E-OCTADECADIENOIC ACID, A DEFENSIVE SUBSTANCE IN RICE

(S)-13-Hydroxy-9Z,11E-octadecadienoic acid, a defensive substance in rice, was synthesized with high enantioselectivity by the reduction of the corresponding ketone with yeasts.