发明名称 Process for the preparation of optically active 1-(4-nitrophenyl)-3-pyrrolidinole derivatives, paraphenylenediaines comprising chiral pyrrolidinyl groups
摘要 <p>Method for preparing an optically active derivative (I) of 1-(4-nitrophenyl)-3-pyrrolidinol from trans-4-hydroxy-L-proline (A). Method for preparing an optically active derivative (I) of 1-(4-nitrophenyl)-3-pyrrolidinol comprises (a) decarboxylation of trans-4-hydroxy-L-proline (A) to form (R)-3-pyrrolidinol (B); (b) reacting (B), without isolation, with 4-halonitrobenzene (V) to form (3R)-(I) and (c) optionally inversion of configuration to the corresponding (3S) compound. [Image] n : 0-4; each R1halo, 1-8C (preferably 1-6C) linear or branched aliphatic or 3-8C alicylic hydrocarbyl (saturated or unsaturated), aryl, aryl(1-8C, preferably 1-6C)alkyl, and one or more C in hydrocarbyl or in the alkyl chain of aralkyl may be replaced by O, N, Si, S or sulfonyl, but R1 does not include a peroxy bond nor diazo, nitro or nitroso groups; R2nitrogen-containing group, optionally cationic; and X : fluoro, chloro, bromo or iodo. Independent claims are also included for the following: (1) similar method in which (A) is condensed with (V), the product decarboxylated to (3R)-(I) and this optionally converted to (3S)-(I); (2) p-phenylene diamines of formula (II), and their acid addition salts, prepared using (I) as intermediate; (3) composition for dyeing keratin fibers that contains at least one (II), as oxidation base; (4) method for oxidation dyeing of keratin fibers using the composition of (3), in presence of an oxidizing agent; and (5) multicompartment device containing a composition of (3) in one compartment and an oxidizing agent in a second compartment.</p>
申请公布号 EP1535904(A2) 申请公布日期 2005.06.01
申请号 EP20040106111 申请日期 2004.11.26
申请人 L'OREAL 发明人 BORDIER, THIERRY;XU, JINZHU
分类号 A61K8/49;A61Q5/10;C07D207/12;C07D207/14;C07D403/04;C09B51/00;(IPC1-7):C07D207/12;A61K7/13;C09B69/00 主分类号 A61K8/49
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