Long chain fatty ester

Schemes are available, however, that start from the free carboxylic acid, plus an activator . Dicyclohexylcarbodiimide, DCC, has been extensively employed as a promoter in esterification reactions, and in protein chemistry for peptide bond formation [187]. Although the reagent is toxic, and a stoichiometric concentration or more is necessary, this procedure is very useful, especially when a new derivative is targeted. The reaction usually proceeds at room temperature, is not subject to steric hindrance, and the conditions are mild, so that several types of functional groups can be employed, including acid-sensitive unsaturated acyl groups. In combination with 4-pyrrolidinonepyridine, this reagent has been employed for the preparation of long-chain fatty esters of cellulose from carboxylic acids, as depicted in Fig. 5 [166,185,188] ...

Lie Ken Jie, M.S.F., and Pasha, M.K. (1996) Synthesis of Novel Piperideine- and Pyridine-Containing Long-Chain Fatty Ester Derivatives from Methyl Isoricinoleate, J. Chem. Soc. Perkin Trans. 1,12,1331-1332. 

Reactions induced by ultrasonic irradiation of methyl 9,12-dioxostearate with hydrazines in water in the presenee of acidic alumina gave high yields of pyridazine fatty esters directly (95). The synthesis of novel piperidine- [25] and pyridine- [26] containing long-chain fatty ester derivatives has been reported starting from methyl wo-ricinoleate, 9-hydroxy-18 l(12Z) (96). Allylic amination of methyl oleate with bis(A-p-toluenesulfonyl)sulfodiimide gave a mixture of methyl ll-amino-(iV-p-toluenesulfonyl)-18 l(9 ) and methyl 8-amino-(Af-p-toluenesulfonyl)-18 l(9 ) (97). 

An interesting family of related compounds, (48—55), namely long chain fatty esters of MDP, has been synthesized by a Japanese group (34. 37. 66). 

The classical epoxidation reagent m-chloroperbenzoic acid (MCPBA) was used under sonication to effect the desired reaction with long-chain fatty esters (Fig.6).38... 

Laudani, C. G., M. Habnlin, Z. Knez, G. D. Porta, and E. Reverchon. 2007. Lipase-Catalyzed Long Chain Fatty Ester Synthesis in Dense Carbon Dioxide Kinetics and Thermodynamics. Journal of Supercritical Fluids 41 (1) 92-101... 

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