3-Methyl-7-oxooctanoic acid

The product of Part B of this procedure, methyl 7-oxoheptanoate, has previously been synthesized from cyclohep-tanone in two steps with a 42% overall yield." 7-Oxooctanoic acid, the methyl ester of which is the product of Part C, has been prepared by base-induced ring cleavage of 2-acetylcyclo-hexanone."... 

Capillary gas chromatographic investigation of diastereoisomeric derivatives revealed that in analogy to results obtained without precursors the chiral metabolites are present as mixtures of enantiomers. However for only a few of these compounds the ratios of enantiomers are identical with those determined in pineapple without precursors. The enantiomeric compositions of ethyl 3-hydroxyhexanoate and ethyl 3-acetoxyhexanoate are almost opposite to those determined for the naturally occurring methyl esters. 6-Octalactone obtained after addition of 5-oxooctanoic acid to pineapple tissue is almost optically pure (92% S) on the other hand -octalactone is naturally present in pineapple tissue as nearly racemic mixture (Table 1,8). 

Butyric acid, octanoic acid, oleic acid, succinic acid, octadecanoic acid, eicosanoic acid, tetracosanoic acid, hexadecanoic acid, 7-oxooctanoic acid, 3-methyl-3-hydroxyglutaric acid, 9,10-dihydroxy-2-decenoic acid, 9,10-dihydroxydodecanoic acid, 9-oxo-2-decenoic acid (9-ODA), 11,12-dihydroxy-2-dodecenoic acid, 13- hydroxy-2-tetradecenoic acid, 2-hydroxyoctanoic acid, 3-methyi-3-hydroxygiutaric acid, 14- hydroxytetradecanoic acid [16] 5,10-Dihydroxydecanoic acid, 8,9-dihydroxydecanoic acid, 3-hydroxydecanedioic acid, 1,12-dodecanedioic acid, 7-hydroxy-2-octenoic acid, 3,10-dihydroxydodecanoic acid, 8-hydroxy-2-octenoic acid, 2-octene-1,8-dioic acid, 8-hydroxy-2-decenoic acid, (Z)-9-hydroxy-2-decenoic acid, ( -9-HDA, 3,9-dihydroxydecanoic acid, 8,9-dihydroxydecanoic acid, 10- hydroxy-2-dodecenoic acid, 11- hydroxy-2-dodecenoic acid, 3-hydroxydecanedioic acid, 1,12-dodecanedioic acid, 10,12-dihydroxydodecanoic acid [16,17]... 

Methyl 7-oxooctanoate Octanoic acid, 7-oxo-, methyl ester (8,9) (16493-42-8)... 

Methyl 8-oxooctanoate-4,5-D2, 35, and methyl 12-oxododecarbate-4,5,8,9-D4, 36, have been synthesized32 as shown in equations 13 and 14 by monoozonization and sodium acetate cleavage of 1,5-cyclooctadiene and 1,5,9-cyclododecatriene, respectively. The resultant unsaturated aldehydic acids 37 and 38 have been converted to the corresponding acetal esters, which have been deuteriated with Wilkinson s catalyst33 and hydrolysed to the deuterium-labelled aldehydic esters 35 and 36 in 47% and 49% overall yields and... 

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