95338-01-5

Upstream product

• 95404-61-8 (S)-1,3-pentanediol 3-(2-tetrahydropyranyl) ether 
• 98-59-9 p-toluenesulfonyl chloride 
• 95338-08-2 methyl (3R)-3-(3',5'-dinitrobenzoyloxy)-pentanoate 
• 95338-00-4 (R)-1,3-pentanediol 3-(2-tetrahydropyranyl) ether 
• 95337-99-8 (R)-1,3-pentanediol 1-t-butyldimethylsilyl, 3-(2-tetrahydropyranyl) ether 
• 95337-98-7 (R)-1,3-pentanediol 1-t-butyldimethylsilyl ether 
• 110-87-2 3,4-dihydro-2H-pyran 
• 95338-09-3 (S)-1,3-pentanediol 1-benzyl, 3-(2-tetrahydropyranyl) ether 
• 95338-09-3 (R)-1,3-pentanediol 1-benzyl, 3-(2-tetrahydropyranyl) ether 
• 96120-11-5 methyl (R)-3-tetrahydropyranyloxypentanoate 
• 95337-99-8 (S)-1,3-pentanediol 1-t-butyldimethylsilyl ether 3-(2-tetrahydropyranyl) ether 
• 95338-12-8 (S)-1,3-pentanediol 1-benzyl ether 
• 95338-10-6 (R)-1,3-pentanediol 1-benzyl ether 
• 95338-05-9 (S)-1,3-pentanediol 1-t-butyldimethylsilyl ether 

Downstream Products

• 589-98-0 (S)-octan-3-ol 
• 589-98-0 (R)-octan-3-ol 

Relevant academic research and scientific papers

Syntheses of 2-ethyl-8-methyl-1,7-dioxaspiroundecanols

Synthetic approaches to ring- and side-chain hydroxy derivatives of the 2-ethyl-8-methyl-1,7-dioxaspiroundecane system 8 are described.Alkylation reactions of diethyl 3-oxopentanedioate, pentane-2,4-dione and acetone N,N-dimethylhydrazone have been employed.Appropriate choices of enantiomeric iodides in the alkylation sequences, sometimes followed by asymmetric dihydroxylation of derived hydroxyenones, have permitted access to key enantiomers of these alcohols, which have been fully characterised by 1H and 13C NMR spectroscopy, gas chromatographic-mass spectrometric methods, and chiral gas chromatography.

BIOCHEMICAL PREPARATIONS OF BOTH THE ENANTIOMERS OF METHYL 3-HYDROXYPENTANOATE AND THEIR CONVERSION TO THE ENANTIOMERS OF 4-HEXANOLIDE, THE PHEROMONE OF TROGODERMA GLABRUM

Both the enantiomers of methyl 3-hydroxypentanoate were prepared by microbial asymmetric reduction of 3-oxopentanoic esters.Conversion of methyl 3-hydroxypentanoate to 4-hexanolide, the pheromone of Trogoderma glabrum, was achieved.

SYNTHESIS OF ALL OF THE FOUR ENERGETICALLY POSSIBLE STEREOISOMERS OF 7-ETHYL-2-METHYL-1,6-DIOXASPIRODECANE; A PHEROMONE PRODUCED BY BEES PARAVESPURA VULGARIS L. AND ANDRENA HAEMORRHOA F.

All of the four energetically possible stereoisomers of 7-ethyl-2-methyl-1,6-dioxaspirodecane were synthesized starting from ethyl (S)-lactate and dimethyl (S)-malate or methyl (R)-β-hydroxy-valerate employing dianion alkylation as the key-step.