{"id":73178,"date":"2016-07-19T09:01:11","date_gmt":"2016-07-19T01:01:11","guid":{"rendered":"http:\/\/highscope.ch.ntu.edu.tw\/wordpress\/?p=73178"},"modified":"2021-10-06T16:04:05","modified_gmt":"2021-10-06T08:04:05","slug":"%e9%8f%a1%e5%83%8f%e7%95%b0%e6%a7%8b%e7%89%a9%e7%9a%84%e5%88%86%e9%9b%a2%e6%96%b9%e6%b3%95%ef%bc%88%e4%b8%ad%ef%bc%89","status":"publish","type":"post","link":"http:\/\/localhost\/%e9%8f%a1%e5%83%8f%e7%95%b0%e6%a7%8b%e7%89%a9%e7%9a%84%e5%88%86%e9%9b%a2%e6%96%b9%e6%b3%95%ef%bc%88%e4%b8%ad%ef%bc%89\/","title":{"rendered":"\u93e1\u50cf\u7570\u69cb\u7269\u7684\u5206\u96e2\u65b9\u6cd5\uff08\u4e2d\uff09"},"content":{"rendered":"

\u93e1\u50cf\u7570\u69cb\u7269\u7684\u5206\u96e2\u65b9\u6cd5\uff08\u4e2d\uff09(Separation of Enantiomeric (II))<\/strong><\/span>
\n\u570b\u7acb\u81fa\u7063\u5e2b\u7bc4\u5927\u5b78\u5316\u5b78\u7cfb\u78a9\u58eb\u73ed \u859b\u5712\u99a8<\/strong><\/span><\/p>\n

\u9023\u7d50\uff1a\u93e1\u50cf\u7570\u69cb\u7269\u7684\u5206\u96e2\u65b9\u6cd5\uff08\u4e0a\uff09<\/a><\/p>\n

II<\/strong>\u3001\u512a\u5148\u7d50\u6676\u6cd5\uff08\u7d50\u6676\u6cd5\uff09\uff1a<\/strong><\/span><\/p>\n

\u512a\u5148\u7d50\u6676\u6cd5 (preferential crystallization or resolution by entrainment) \u662f\u5728\u5de5\u696d\u4e0a\u6700\u559c\u6b61\u7684\u65b9\u6cd5\uff0c\u5176\u539f\u7406\u662f\u5728\u904e\u98fd\u548c\u7684\u5916\u6d88\u65cb\u6df7\u5408\u7269\u4e2d\u52a0\u5165\u67d0\u55ae\u4e00\u93e1\u50cf\u7570\u69cb\u7269\u6676\u9ad4\u4f5c\u70ba\u7d50\u6676\u4e2d\u5fc3\uff0c\u6b64\u6642\u6eb6\u6db2\u4e2d\u8207\u6b64\u93e1\u50cf\u7570\u69cb\u7269\u6676\u9ad4\u65cb\u5149\u6027\u8cea\u76f8\u540c\u7684\u93e1\u50cf\u7570\u69cb\u7269\uff0c\u4fbf\u6703\u4ee5\u6b64\u6676\u9ad4\u70ba\u4e2d\u5fc3\u9010\u6f38\u7d50\u6676\u51fa\u4f86\uff0c\u53e6\u4e00\u500b\u7570\u69cb\u7269\u5247\u7d50\u6676\u7684\u6bd4\u8f03\u6162\u4e14\u5c11\uff0c\u7d93\u904e\u91cd\u8907\u591a\u6b21\u7d50\u6676\u5f8c\u4fbf\u53ef\u5206\u96e2\u6d88\u65cb\u6df7\u5408\u72694<\/sup>\uff0c\u5982\u5716\u4e03\u6240\u793a\u3002\u4f8b\u5982\u5728\u904e\u98fd\u5408\u7684\u5916\u6d88\u65cb\u6c2b\u5b89\u606f\u9999 (hydrobenzoin) \u7532\u9187\u6eb6\u6db2\u4e2d\u52a0\u5165\u5de6\u65cb\u6c2b\u5b89\u606f\u9999\u7576\u6676\u7a2e (seed) \u5176\u7d50\u6676\u4e2d\u5de6\u65cb\u6c2b\u5b89\u606f\u9999\u6703\u4f54\u591a\u6578\uff0c\u518d\u7d93\u904e 15 \u6b21\u518d\u7d50\u6676\u5faa\u74b0\u5f8c\u4fbf\u53ef\u4ee5\u5f97\u5230\u5149\u5b78\u7d14\u5ea6 (optical purity) 97% \u7684\u5de6\u65cb\u6c2b\u5b89\u606f\u9999\uff0c\u5176\u4ed6\u5982\u7532\u57fa\u591a\u5df4 (methyldopa)\u3001\u8418\u666e\u751f (naproxen)\u3001\u6c2f\u9ef4\u7d20 (chloramphenicol) \u7b49\u85e5\u7269\u4ea6\u662f\u7528\u6b64\u65b9\u6cd5\u5206\u96e2\uff0c\u6b64\u65b9\u6cd5\u56e0\u4e0d\u7528\u52a0\u5165\u984d\u5916\u7684\u62c6\u5206\u5291 (resolving agent)\uff0c\u6210\u672c\u4f4e\u5ec9\u4e14\u898f\u6a21\u53ef\u4ee5\u5f88\u5927\uff0c\u662f\u7b2c\u4e00\u512a\u5148\u7684\u65b9\u6cd5\uff0c\u4f46\u7f3a\u9ede\u662f\u80fd\u61c9\u7528\u6b64\u65b9\u6cd5\u7684\u57fa\u8cea\u4e0d\u591a\u3002<\/p>\n

\"73178_p7\"<\/a>

\u5716\u4e03\u3001\u512a\u5148\u7d50\u6676\u6cd5\u793a\u610f\u5716\u3002\uff08\u5716\u7247\u4f86\u6e90:\u81ea\u88fd\uff09<\/p><\/div>\n

III<\/strong>\u3001\u5316\u5b78\u62c6\u5206\u6cd5\uff1a<\/strong><\/span><\/p>\n

\u53e6\u4e00\u7a2e\u5728\u5de5\u696d\u4e0a\u5e38\u5e38\u7528\u5230\u7684\u65b9\u6cd5\u662f\u5316\u5b78\u62c6\u5206\u6cd5\uff0c\u539f\u7406\u662f\u52a0\u5165\u624b\u6027\u62c6\u5206\u5291\uff08\u901a\u5e38\u70ba\u9ad8\u5149\u5b78\u7d14\u5ea6\u7684\u9178\u6216\u9e7c\uff09\u8207\u6b32\u5206\u96e2\u7684\u5916\u6d88\u65cb\u6df7\u5408\u7269\u5f62\u6210\u9e7d\u985e5<\/sup>\uff0c\u5176\u9e7d\u985e\u8b8a\u6210\u4e86\u975e\u93e1\u50cf\u7570\u69cb\u7269\u5c0d (diastereomers)\uff0c\u5176\u7269\u6027\u3001\u5316\u6027\u4fbf\u6703\u6709\u6240\u5dee\u7570\uff0c\u518d\u5229\u7528\u518d\u7d50\u6676\u3001\u7ba1\u67f1\u5c64\u6790\u3001\u84b8\u993e\u7b49\u65b9\u5f0f\u5206\u96e2\uff0c\u6700\u5f8c\u518d\u52a0\u5165\u7121\u6a5f\u9178\u6216\u9e7c\u4e2d\u548c\u4e14\u56de\u6536\u52a0\u5165\u7684\u62c6\u5206\u5291\uff0c\u4fbf\u53ef\u4ee5\u9806\u5229\u5f97\u5230\u9ad8\u5149\u5b78\u7d14\u5ea6\u7684\u7522\u7269\uff0c\u5982\u5716\u516b\u6240\u793a\u3002\u5be6\u969b\u61c9\u7528\u7684\u4f8b\u5b50\u6709\uff1a\u897f\u915e\u666e\u862d (citalopram) \u662f\u4e00\u7a2e\u6297\u6182\u9b31\u85e5\u7269\uff0c\u5e02\u552e\u7684\u897f\u915e\u666e\u862d\u70ba\u5916\u6d88\u65cb\u6df7\u5408\u7269\uff0c\u4f46\u53ea\u6709\u53f3\u65cb\u897f\u915e\u666e\u862d\u6709\u751f\u7269\u6d3b\u6027\uff0c\u5176\u5408\u6210\u4e2d\u6709\u4e00\u91cd\u8981\u4e2d\u9593\u9ad4\u4fbf\u53ef\u4f7f\u7528\u975e\u93e1\u50cf\u7570\u69cb\u7269\u7d50\u6676\u6cd5\u7d14\u5316\uff0c\u52a0\u5165 D-(+)-\u5c0d\u7532\u57fa\u4e8c\u82ef\u7532\u91af\u9152\u77f3\u9178 ( (+)-di-p<\/em>-toluoyl tartaric) \u4fbf\u53ef\u518d\u7d50\u6676\u7d14\u5316\u4e4b\uff0c\u6b64\u65b9\u6cd5\u7684\u6210\u672c\u8f03\u65bc\u7ba1\u67f1\u6cd5\u4f4e\uff0c\u61c9\u7528\u898f\u6a21\u5927\uff0c\u62c6\u5206\u5291\u53c8\u53ef\u56de\u6536\u5229\u7528\uff0c\u5728\u512a\u5148\u7d50\u6676\u6cd5\u7121\u6cd5\u4f7f\u7528\u5f8c\u662f\u4e00\u500b\u5f88\u68d2\u7684\u9078\u64c7\u3002<\/p>\n

\"73178_p8\"<\/a>

\u5716\u516b\u3001\u5316\u5b78\u62c6\u5206\u6cd5\u5f0f\u6d41\u7a0b\u5716\u3002\uff08\u5716\u7247\u4f86\u6e90:\u81ea\u88fd\uff09<\/p><\/div>\n

IV\u3001\u52d5\u529b\u5b78\u62c6\u5206\u6cd5\uff1a<\/span><\/p>\n

\u6b64\u6cd5\u662f\u5229\u7528\u52a0\u5165\u5177\u5149\u5b78\u6d3b\u6027\u7684\u8a66\u5291\u8207\u5916\u6d88\u65cb\u57fa\u8cea\u6df7\u5408\uff0c\u5176 (S<\/em>)-form \u8207 (R<\/em>)-form \u8ddf\u8a66\u5291\u7684\u904e\u5ea6\u614b\u6d3b\u5316\u80fd\u4e0d\u540c\uff0c\u4e0b\u964d\u53cd\u61c9\u6eab\u5ea6\u4f7f\u6d3b\u5316\u80fd\u8f03\u4f4e\u7684\u57fa\u8cea\u53ef\u4ee5\u53cd\u61c9\uff0c\u800c\u53e6\u4e00\u500b\u8f03\u9ad8\u6d3b\u5316\u80fd\u7684\u5149\u5b78\u7570\u69cb\u7269\u5247\u4e0d\u6703\u53cd\u61c9\uff0c\u518d\u4f7f\u7528\u666e\u901a\u7684\u65b9\u6cd5\u5206\u96e2\u5373\u53ef\uff0c\u5982\u5716\u4e5d\u6240\u793a\u3002\u8457\u540d\u7684\u4f8b\u5b50\u662f\u590f\u666e\u840a\u65af\u74b0\u6c27\u5316 (Sharpless epoxidation)\uff0c\u4f8b\u5982\u5916\u6d88\u65cb\u7684 (E<\/em>)-4-methyl-1-(trimethylsilyl)pent-1-en-3-ol \u52a0\u5165\u590f\u666e\u840a\u65af\u74b0\u6c27\u5316\u8a66\u5291\uff1a\u56db\u7570\u4e19\u9187\u9226\uff08Ti(O-i<\/sup><\/em>Pr)4<\/sub>\uff0c\u70ba\u4e00\u7a2e\u8def\u6613\u58eb\u9178\uff09\u3001\u904e\u6c27\u5316\u53d4\u4e01\u9187 (2-Methylpropane-2-peroxol, TBHP)\uff0c(+)-N<\/em>,N<\/em>-\u4e8c\u7570\u4e19\u57fa\u8272\u80fa\uff08(+)-N,N<\/em>-diisopropyltryptamine, (+)-DIPT\uff0c\u624b\u6027\u8a98\u5c0e\u914d\u9ad4\uff09\u53ef\u4ee5\u5c07\u5916\u6d88\u65cb\u7684\u4e8c\u7d1a\u9187\u62c6\u5206\u70ba (S<\/em>,E<\/em>)-4-methyl-1-(trimethylsilyl)pent-1-en-3-ol \u4ee5\u53ca (R<\/em>)-2-methyl-1-((2R<\/em>,3R<\/em>)-3-(trimethylsilyl)oxiran-2-yl)propan-1-ol\uff08\u5716\u5341\uff096<\/sup>\uff0c\u6b64\u65b9\u6cd5\u7684\u512a\u9ede\u662f\u5149\u5b78\u7d14\u5ea6\u9ad8\uff0c\u4f46\u8207\u5176\u4ed6\u62c6\u5206\u6cd5\u90fd\u6709\u5171\u540c\u7684\u7f3a\u9ede\u662f\u5176\u7522\u7387\u4e0d\u6703\u5927\u65bc 50%\uff08\u53e6\u5916 50% \u70ba\u53e6\u4e00\u6d3b\u5316\u80fd\u8f03\u9ad8\u7684\u5149\u5b78\u7570\u69cb\u7269\uff09\uff0c\u70ba\u4e86\u514b\u670d\u9019\u7a2e\u554f\u984c\uff0c\u5316\u5b78\u5bb6\u7814\u7a76\u4e86\u52d5\u614b\u52d5\u529b\u5b78\u62c6\u5206\u6cd5\uff0c\u5728\u4f7f\u6d3b\u5316\u80fd\u4f4e\u7684\u57fa\u8cea\u53cd\u61c9\u5f8c\u540c\u6642\u4f7f\u53e6\u4e00\u6d3b\u5316\u80fd\u8f03\u9ad8\u7684\u5149\u5b78\u7570\u69cb\u7269\u5916\u6d88\u65cb\u5316\uff0c\u5176\u7522\u7387\u5c31\u53ef\u4ee5\u8d85\u904e 50%\u3002<\/p>\n

\"73178_p9\"<\/a>

\u5716\u4e5d\u3001\u52d5\u529b\u5b78\u62c6\u5206\u6cd5\u793a\u610f\u5716\u3002\uff08\u5716\u7247\u4f86\u6e90:\u81ea\u88fd\uff09<\/p><\/div>\n

\"73178_p10\"<\/a>

\u5716\u5341\u3001\u590f\u666e\u840a\u65af\u74b0\u6c27\u5316\u52d5\u529b\u5b78\u62c6\u5206\u4f8b\u5b50\u3002\uff08\u5716\u7247\u4f86\u6e90:\u81ea\u88fd\uff09<\/p><\/div>\n

\u9023\u7d50\uff1a\u93e1\u50cf\u7570\u69cb\u7269\u7684\u5206\u96e2\u65b9\u6cd5\uff08\u4e0b\uff09<\/a><\/p>\n

\n

\u53c3\u8003\u6587\u737b<\/strong><\/p>\n

    \n
  1. Pasteur, L. (1848). Recherches sur les relations qui peuvent exister entre la forme cristalline, la composition chimique et les sens de la polarisation rotatoire<\/em>. Impr. Bachelier.<\/li>\n
  2. Carvalho, P. O., Cass, Q. B., Calafatti, S. A., Contesini, F. J., & Bizaco, R. (2006). Review-Alternatives for the separation of drug enantiomers: ibuprofen as a model compound. Brazilian Journal of Chemical Engineering<\/em>, 23<\/em>(3), 291-300.<\/li>\n
  3. \u00d4i, N., Kitahara, H., Aoki, F., & Kisu, N. (1995). Direct separation of carboxylic acid enantiomers by high-performance liquid chromatography with amide and urea derivatives bonded to silica gel as chiral stationary phases. Journal of Chromatography A<\/em>, 689<\/em>(2), 195-201.<\/li>\n
  4. Tung et al.<\/em> (1995)<\/strong>. AIChE Symposium Series<\/em>, 91<\/em>, 64.<\/li>\n
  5. Maier, N. M., Franco, P., & Lindner, W. (2001). Separation of enantiomers: needs, challenges, perspectives. Journal of Chromatography A<\/em>, 906<\/em>(1), 3-33.<\/li>\n
  6. Nadin, A., & Harrison, T. (1999). Synthesis of tricyclic pyridones by radical cyclization. Tetrahedron letters<\/em>, 40<\/em>(21), 4073-4076.<\/li>\n
  7. Lee, W. H., Kim, K. J., Kim, M. G., & Lee, S. B. (1995). Enzymatic resolution of racemic ibuprofen esters: effects of organic cosolvents and temperature. Journal of fermentation and bioengineering<\/em>, 80<\/em>(6), 613-615.<\/li>\n
  8. \u674e\u4fca\u3001\u8521\u6c34\u6d2a\u7b49 (2001)\u3002\u5316\u5b66\u4e16\u754c\u3002233\u3002<\/li>\n<\/ol>\n<\/div>","protected":false},"excerpt":{"rendered":"

    \u93e1\u50cf\u7570\u69cb\u7269\u7684\u5206\u96e2\u65b9\u6cd5\uff08\u4e2d\uff09(Separation of Enantiomeric (II)) \u570b\u7acb\u81fa\u7063\u5e2b\u7bc4\u5927\u5b78…<\/p>\n","protected":false},"author":50,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[57,108,78,77,54],"tags":[2611,10340,10341,10339,7127,2610],"class_list":["post-73178","post","type-post","status-publish","format-standard","hentry","category-chemistry02-03","category-chemistry00","category-chemistry08-01","category-chemistry08","category-chemistry02","tag-enantiomer","tag-separation","tag-thalidomide","tag-10339","tag-7127","tag-2610","loop-entry","cat-57","cat-108","cat-78","cat-77","cat-54","no-thumbnail"],"views":5387,"_links":{"self":[{"href":"http:\/\/localhost\/wp-json\/wp\/v2\/posts\/73178","targetHints":{"allow":["GET"]}}],"collection":[{"href":"http:\/\/localhost\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"http:\/\/localhost\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"http:\/\/localhost\/wp-json\/wp\/v2\/users\/50"}],"replies":[{"embeddable":true,"href":"http:\/\/localhost\/wp-json\/wp\/v2\/comments?post=73178"}],"version-history":[{"count":1,"href":"http:\/\/localhost\/wp-json\/wp\/v2\/posts\/73178\/revisions"}],"predecessor-version":[{"id":86058,"href":"http:\/\/localhost\/wp-json\/wp\/v2\/posts\/73178\/revisions\/86058"}],"wp:attachment":[{"href":"http:\/\/localhost\/wp-json\/wp\/v2\/media?parent=73178"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/localhost\/wp-json\/wp\/v2\/categories?post=73178"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/localhost\/wp-json\/wp\/v2\/tags?post=73178"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}