14251-45-7

Upstream product

• 42330-37-0 (2S,4S)-2,4-dimethylhexanoic acid 
• 98571-24-5 aglajne-1 
• 685879-11-2 (2S,3R,4S)-3-hydroxy-2,4-dimethylhexanoic acid 
• 206651-86-7 (S)-3-((2S,3R,4S)-3-Hydroxy-2,4-dimethyl-hexanoyl)-4-isopropyl-oxazolidin-2-one 
• 1730-97-8 (S)-2-methylbutyraldehyde 
• 351877-50-4 (2S,3R,4S)-3-(Imidazole-1-carbothioyloxy)-2,4-dimethyl-hexanoic acid methyl ester 
• 186581-53-3 diazomethane 

Relevant academic research and scientific papers

New Propionate-Derived Metabolites from Aglaja depicta and from Its Prey Bulla striata (Opisthobranch Molluscs)

Two new polypropionate metabolites aglajne-2 (14) and -3 (2) and the previously known aglajne-1 (1) have been isolated from the opisthobranch mollusc Bulla striata, a prey of the opistobranch Aglaja depicta in which these compounds were first detected.This finding establishes the dietary origin of these metabolites in A. depicta.The structures were determined by extensive use of 1H and 13C NMR techniques on the compounds and on their derivatives and by chemical proofs.Two additional compounds (12 and 13), isolated as racemic diastereoisomers, are artifacts originating from aglajne-2 (14) during the extraction and purification procedures.The relative and absolute stereochemistry at C-3 and C-6 of aglajne-1 (1) and -3 (2) has been also determined.

Selective Aliphatic C-H Oxidation

A composition including a complex of a metal, a tetradentate ligand, at least one ancillary ligand, and a counterion may be used for selective sp3 C—H bond oxidation. The tetradentate ligand may include a N-heterocyclic-N,N′-bis(pyridyl)-ethane-1,2-diamine group or a N,N′-bis(heterocyclic)-N,N′-bis(pyridyl)-ethane-1,2-diamine group. The composition can be used in combination with H2O2 to effect highly selective oxidations of unactivated sp3 C—H bonds over a broad range of substrates. The site of oxidation can be predicted, based on the electronic and/or steric environment of the C—H bond. In addition, the oxidation reaction does not require the presence of directing groups in the substrate.

Structural elucidation of twelve novel esters composed of five fatty acids and three new branched alcohols together with four monoterpenoids from Sancassania shanghaiensis (Acari: Acaridae).

A total of 12 novel esters and four monoterpenoids (rosefuran, (2R,3R)-epoxyneral, and alpha- and beta-acaridials) were detected by GC/MS analyses as the opisthonotal gland components of Sancassania shanghaiensis. The acidic fraction after hydrolysis was composed of five common fatty acids (palmitic, stearic, oleic, linoleic and arachidic acid), while the alcoholic fraction consisted of two major components (C6 and C8 alcohols with branched methyls), together with a trace amount of C9 alcohol. The two major alcohols were identified as new alcohols [(S)-2-methylpentanol and (2S,4S)-2,4-dimethylhexanol] by comparing the physico-chemical data of their 3,5-dinitrobenzoates with those of regio-selectively synthesized alcohols. The C9 alcohol was suggested as (2S,4S)-2,4-dimethylheptanol, based on a structural and biogenetic analogy to the C6 and C8 alcohols. Five of the compounds were each identified by GC to be (S)-2-methylpentyl esters from five fatty acids, and the other five components likewise as (2S,4S)-2,4-dimethylhexyl esters. The remaining two were suggested as (2S,4S)-2,4-dimethylheptyl stearate and linolate.