| 摘要 |
PURPOSE: A process for preparing optically active 2-£6-(substituted alkyl)-1,3-dioxan-4-yl| acetic acid derivatives is provided, thereby simply and cheaply preparing the optically active 2-£6-(substituted alkyl)-1,3-dioxan-4-yl| acetic acid derivatives. CONSTITUTION: A process for preparing optically active 2-£6-(substituted alkyl)-1,3-dioxan-4-yl| acetic acid derivatives of formula(I) comprises the steps of: (a) reacting an epoxide compound of formula(III) with vinylmagnesium bromide or vinylmagnesium chloride to prepare beta-hydroxy compound of formula(IV); (b) reacting the beta-hydroxy compound of formula(IV) with dialkyl dicarbonate such as di-tert-butyl dicarbonate to protect a hydroxy group of beta-hydroxy compound with alkyloxycarbonyl, thereby preparing a compound of formula(V); (c) cyclization reaction of the compound of formula(V) to prepare a compound of formula(VI); (d) treating the compound of formula(VI) with weak base such as K2CO3 or Na2CO3 to prepare a compound of formula(II); (e) ring opening reaction of the compound of formula(II) using metal catalyst and phase shift catalyst to prepare 1,3-diol compound of formula(VII); (f) treating the 1,3-diol compound of formula(VII) with acetal forming agent or ketal forming agent to prepare a compound formula(VIII); and (g) converting R'4 of the compound of formula(VIII) to R4, wherein R1 is hydrogen, aryl or alkylaryl; R1 and R3 are the same or different, lower alkyl or phenyl, and form 6 member ring together; R4 is hydroxy, amino, alkylamino, arylamino, azido, cyano, halogeno, aryloxy, alkyloxy, arylalkyloxy, alkyl, alkenyl, aryl or aminomethyl; and R'4 is the same as R4 or functional groups of R4.
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