. Said process comprises the following stages: (1) stage of regioselective opening of chiral epoxide of formula II: by successive treatment with strong base, Lewis acid and dichloroacetonitrile to obtain oxazoline of formula III: ; (2) stage of selective inversion/isomerization of the resulting oxazoline of formula III by successive treatment of tertiary amine and lower alkylsulphonyl chloride, aqueous acid and alkali metal hydroxide to obtain oxazoline of formula IV: ; stage of treatment of oxazoline of formula IV with fluorination agent followed by acid hydrolysis. The present invention also describes method of regioselective opening of chiral epoxide of formula given above by successive treatment with strong acid, Lewis acid and dichloroacetonitrile to obtain oxazoline of formula III. The present invention also describes process of preparing R, S-florphenicol isomer of formula I given above which comprises isomerizing S,S-florphenycol of formula V: by successive treatment with tertiary amine and lower alkylsulfonyl chloride, aqueous acid and alkali metal hydroxide. EFFECT: more effective and efficient preparation of florphenicol. 4 cl, 2 dwg, 3 ex"/>
PROCESS OF ASYMMETRIC PREPARATION OF FLORPHENYCOL, METHOD OF REGIOSELECTIVE OPENING OF CHIRAL EPOXIDE, AND PROCESS OF PREPARATION OF R,S-ISOMER THEREOF
首页>
外国专利>
PROCESS OF ASYMMETRIC PREPARATION OF FLORPHENYCOL, METHOD OF REGIOSELECTIVE OPENING OF CHIRAL EPOXIDE, AND PROCESS OF PREPARATION OF R,S-ISOMER THEREOF
PROCESS OF ASYMMETRIC PREPARATION OF FLORPHENYCOL, METHOD OF REGIOSELECTIVE OPENING OF CHIRAL EPOXIDE, AND PROCESS OF PREPARATION OF R,S-ISOMER THEREOF
展开▼
机译：氟苯酚的不对称制备过程，手性环氧的区域选择性开放方法及其R，S-异构体的制备过程
展开▼
页面导航
摘要
著录项
相似文献
摘要
FIELD: chemical industry. SUBSTANCE: present invention describes process of asymmetric preparation of florphenycol of formula I: . Said process comprises the following stages: (1) stage of regioselective opening of chiral epoxide of formula II: by successive treatment with strong base, Lewis acid and dichloroacetonitrile to obtain oxazoline of formula III: ; (2) stage of selective inversion/isomerization of the resulting oxazoline of formula III by successive treatment of tertiary amine and lower alkylsulphonyl chloride, aqueous acid and alkali metal hydroxide to obtain oxazoline of formula IV: ; stage of treatment of oxazoline of formula IV with fluorination agent followed by acid hydrolysis. The present invention also describes method of regioselective opening of chiral epoxide of formula given above by successive treatment with strong acid, Lewis acid and dichloroacetonitrile to obtain oxazoline of formula III. The present invention also describes process of preparing R, S-florphenicol isomer of formula I given above which comprises isomerizing S,S-florphenycol of formula V: by successive treatment with tertiary amine and lower alkylsulfonyl chloride, aqueous acid and alkali metal hydroxide. EFFECT: more effective and efficient preparation of florphenicol. 4 cl, 2 dwg, 3 ex
展开▼
机译：领域：化学工业。物质：本发明描述了不对称制备式I的苯酚的方法：<图像文件＝“ 00000006.GIF”他＝“ 30” imgContent ＝“未定义” imgFormat ＝“ GIF” wi ＝“ 53” />。所述过程包括以下阶段：（1）式II的手性环氧化物的区域选择性打开的阶段：<图像文件=“ 00000007.GIF” he =“ 26” imgContent =“ undefined” imgFormat =“ GIF” wi =“ 49” />通过强碱，路易斯酸和二氯乙腈的连续处理得到式III的恶唑啉：; （2）通过连续处理叔胺和低级烷基磺酰氯，含水酸和碱金属氢氧化物，将所得的式III的恶唑啉选择性转化/异构化的阶段，以得到式IV的恶唑啉：<图像文件=“ 00000009.GIF” =“ 37” imgContent =“未定义” imgFormat =“ GIF” wi =“ 47” />;氟化剂处理式Ⅳ的恶唑啉的第二阶段，然后进行酸水解。本发明还描述了通过依次用强酸，路易斯酸和二氯乙腈连续处理以获得式III的恶唑啉来选择性地选择性打开上述式的手性环氧化物的方法。本发明还描述了制备以上给出的式I的R，S-氟苯酚的异构体的方法，该方法包括异构化式V的S，S-氟苯酚：<图像文件=“ 00000010.GIF” he =“ 26” imgContent =“ undefined” imgFormat =“ GIF” wi =“ 51” />，依次用叔胺和低级烷基磺酰氯，酸水溶液和碱金属氢氧化物处理。效果：更有效地制备氟苯尼考。 4 cl，2 dwg，3 ex
展开▼
