100699-10-3

Upstream product

• 86535-08-2 (2S,3R)-2-methylpentane-1,3-diol 1-benzyl,3-THP-ether 
• 116546-78-2 (S)-1-benzyloxy-2-methylpentan-3-one 
• 100699-11-4 3,5-Dinitro-benzoic acid (1R,2S)-3-benzyloxy-1-ethyl-2-methyl-propyl ester 
• 86535-09-3 (2S,3R)-2-methyl-3-tetrahydropyranyloxy-1-pentanol 
• 100235-81-2 methyl (2R,3R)-2-methyl-3-tetrahydropyranyloxypentenoate 
• 16958-19-3 (2E)-2-methyl-2-penten-1-ol 

Downstream Products

• 72522-40-8 (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone 
• 72598-35-7 (-)-serricornin 
• 72485-37-1 (4R,6S,7S)-7-acetoxy-4,6-dimethyl-3-nonanone 
• 100757-47-9 (2S,3S)-3-t-butyldimethylsilyloxy-2-methyl-1-(4-methylbenzenesulfonyloxy)pentane 
• 83997-86-8 serricornin acetate <(4S,6S,7S)-4,6-dimethyl-7-acetoxy-3-nonanone> 
• 86535-07-1 (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether 
• 100699-14-7 (2S,3S)-3-t-butyldimethylsilyloxy-2-methylpentane-1-ol 1-benzyl ether 
• 100699-13-6 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-3-benzyloxy-1-ethyl-2-methyl-propyl ester 
• 100762-79-6 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-3-benzyloxy-1-ethyl-2-methyl-propyl ester 
• 108763-98-0 (2S,3R)-3-t-butyldimethylsilyloxy-2-methyl-1-pentanol benzyl ether 
• 134392-78-2 Acetic acid (1S,2R)-3-benzyloxy-1-ethyl-2-methyl-propyl ester 

Relevant academic research and scientific papers

Versatile enantioselective synthesis of four diastereomers of serricornin, a sex pheromone of the cigarette beetle, using the SAMP/RAMP-hydrazone method

Serricornin is a female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), which is a pest of dried foodstuffs and tobacco. We report a versatile and short synthesis of all possible 6,7-syn-isomers of serricornin, including the natura

Biosynthesis of Poriferasterol in Ochromonas malhamensis: 13C NMR Assignment of the Isopropyl Methyl Groups of 2-Methylpentan-3-ol

2-Methylpentan-3-ol stereospecifically labelled with deuterium on one of the isopropyl methyl groups has been synthesized, thus allowing the unequivocal assignmnt of their 13C NMR resonances. 13C NMR assignments for these groups proposed earlier are shown to be incorrect.Involvement in the biosynthesis of the 24β-ethylsterol poriferasterol in the crysophyte Ochromonas malhamensis is discussed.

SYNTHESIS OF ALL OF THE FOUR POSSIBLE STEREOISOMERS OF 5-HYDROXY-4-METHYL-3-HEPTANONE (SITOPHILURE), THE AGGREGATION PHEROMONE OF THE RICE WEEVIL AND THE MAIZE WEEVIL

All of the four possible stereoisomers of 5-hydroxy-4-methyl-3-heptanone (sitophilure) were synthesized from methyl (R)-3-hydroxypentanoate of microbial origin.

A new synthesis of serricornin [(4s,6s,7s)-7-hydroxy-4,6-dimethyl-3-nonanone], the sex pheromone of the cigarette beetle

Serricornin, the sex pheromone of Lasioderma serricorne F, was synthesised in 7.6% overall yield starting from methyl (R)-3-hydroxypentanoate of microbial origin. Its (4R,6S,7S)-isomer was also synthesised.