Simple Synthesis of 1,4-Dioxa-2,3-dioxocyclopentadec-6-ene from Aleuritic Acid

Majee, R N and Rajendran, I and Agarwal, S C (1998) Simple Synthesis of 1,4-Dioxa-2,3-dioxocyclopentadec-6-ene from Aleuritic Acid. Journal of Indian Chemical Society, 75. pp. 522-523.

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Abstract

Literature reports the synthesis of cyclic djlactone' 4- methyl-2,6-dioxa- 1,7-dioxoheptadecane, a perfumgry compouni used in food industry as aromalflavour' from iodecanedioic acid and 2-methyl-1,3-propanediol' Macrocyclic diesters like 1,4-dioxa-2,3-dioxocyclohexadecane having musk-like odour are also used in food and perf"*" i industries2, synthesized from the respective diols and diacids. This prompted us to synthesize hitherto unknown 1,4-diaxa-Z,3-dioxocyclopentadec-6-ene (6)' an analog having musk-like odour from threo-aleuritic acid iij *ili"tt can-easily be obtained by-alkaline hydrolysis of ,lr"ttu" and subsequent isolation3

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