发明名称 |
VERFAHREN ZUR HERSTELLUNG OPTISCH AKTIVER 3-DESMETHYLMEVALONSAEUREDERIVATE SOWIE ZWISCHENPRODUKTE. |
摘要 |
Prodn. of optically active 3-demethylmevalonic acid derivs. (I) and their lactones (II) comprises (I) protecting primary OH gp. in diol-ester (VI) then condensing the rpduct, or its alkoxides, with tert. butyl acetate (or equiv.) to give keto-ester (VIII); (2) reducing this to 1,3-diol and converting this to protected deriv. (X); deprotecting terminal OH to give (III), the converting this to olefin deriv. (XI). This is hydrolysed to (I; Y = CH = CH; R1 = 1-8C alkyl), which can be hydrogenated to (I; Y = CH2CH2), and opt. free acids are converted conventionally to salt or lactone. ( Y = -CH=CH- or -CH2CH2-; R = gp. (i) or (ii) Z = CH or N; R3, R4 and R5 = H; upto 6C hydrocarbyl (opt. substd); 3-7C cyclic hydrocarbyl, satd. or with up to 2 unsaturations; or (all opt. substd. phenyl, furyl, thienyl or pyridyl; A-B = CH-CH or C=C; R6 and R7 = opt. unsatd. upto 20C alkyl (opt. substd.); 3-7C cycloalkyl; phenyl, thiophene, furan or naphthalene residue (all opt. substd.) or pyridyl (opt. substd. R9 = 1-8C alkyl; R8 = up to 8C opt. unsatd. alkyl, benzyl Iopt. ring substd. or phenyl, thiophene, furan or naphthalene residue (all opt. substd. R1 = H, metal cation or 1-8C alkyl; but is alkyl in all steps to (XI); R2 = protecting gp.; M = 1,3-diol protecting gp.. The aldehydes (XII) are new: M1 = CMe2, (iii) (iv), (v) or (vi).
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申请公布号 |
DE3882668(D1) |
申请公布日期 |
1993.09.02 |
申请号 |
DE19883882668 |
申请日期 |
1988.12.01 |
申请人 |
HOECHST AG, 65929 FRANKFURT, DE |
发明人 |
WESS, GUENTHER, DR., W-6455 ERLENSEE, DE;KESSELER, KURT, DR., D-6232 BAD SODEN AM TAUNUS, DE;BAADER, EKKEHARD, DR., W-6240 KOENIGSTEIN/TAUNUS, DE;BECK, GERHARD, DR., W-6000 FRANKFURT AM MAIN, DE |
分类号 |
C07D213/55;C07D319/06;C07D405/06;(IPC1-7):C07D213/55 |
主分类号 |
C07D213/55 |
代理机构 |
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