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Alkyl and acyl-phospholipid cpds. prepn. - by hydrolysing an acetoin di:alkyl phosphoric acid ester under mild conditions
Alkyl and acyl-phospholipid cpds. prepn. - by hydrolysing an acetoin di:alkyl phosphoric acid ester under mild conditions
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机译:烷基和酰基磷脂。准备-通过在温和的条件下水解乙酰乙二酸二烷基磷酸酯
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摘要
Prepn. of alkyl- and acylphospholipids of formula (I): (where each R1 is H or 1-4C alkyl; R2 is linear, opt. unsatd. 8-22C alkyl or opt. unsatd. aliphatic or aromatic acid gp.; and R3 is H or CH2OR2) comprises hydrolysing an acetoin dialkyl phosphoric acid ester of formula (II): (where R4 is halogen or -N(R1)3) in presence of an organic solvent and under mild conditions at pH ca. 9-10 and at 20 degrees C. to the b. pt. of the solvent (pref. at 20-60 degrees C.). When R4 is halogen, hydrolysis is carried out in the presence of an amine, N(R1)3. The amino gp. is opt. quaternised with conventional alkylating agents to give a phosphatidyl choline cpd. (I) esp. phosphatidyl choline can be used in the pharmaceutical, cosmetic, food and feedstuffs industries, esp. as pharmaceuticals and emulsifiers. (II) has pref. been prepd. by reacting diacetoinendiol-cyclo pyrophosphate with HO(CH2)2R4 and then with HOCH2CH(OR2)R3 or in the reverse order.
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机译:准备式(I)的烷基和酰基磷脂的通式:(其中每个R 1是H或1-4C烷基; R 2是直链的,优选不饱和的8-22C烷基或优选不饱和的脂族或芳族酸gp;并且R 3是H或CH 2 OR 2)包括在有机溶剂的存在下和在温和的条件下在约pH 2的条件下水解式(II)的乙酰丁二烷基磷酸酯:(其中R 4为卤素或-N(R 1)3)。 9-10并在20摄氏度下b。点溶剂的量(优选在20-60℃)。当R 4为卤素时,在胺N(R 1)3存在下进行水解。氨基gp。是选择的。用常规烷基化剂季铵化,得到磷脂酰胆碱cpd。 (一)特别是磷脂酰胆碱尤其可用于制药,化妆品,食品和饲料工业。作为药物和乳化剂。 (II)有偏好。准备好了。通过使二乙炔烯醇二醇环焦磷酸酯与HO(CH2)2R4,然后与HOCH2CH(OR2)R3或相反顺序反应。
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