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{"id":62,"date":"2012-07-23T07:49:08","date_gmt":"2012-07-23T07:49:08","guid":{"rendered":"http:\/\/amcrasto.theeurekamoments.com\/?p=62"},"modified":"2012-07-23T07:49:08","modified_gmt":"2012-07-23T07:49:08","slug":"synthesis-of-ugi-adduct","status":"publish","type":"post","link":"https:\/\/amcrasto.theeurekamoments.com\/2012\/07\/23\/synthesis-of-ugi-adduct\/","title":{"rendered":"SYNTHESIS OF UGI ADDUCT"},"content":{"rendered":"

\"Exp108-061407-2.JPG\"<\/p>\n

 <\/p>\n

To synthesize a Ugi aduct\u00a0from Benzaldehyde, Furfuryl amine, Benzylisocyanide\u00a0and BOC-GLY-OH\u00a0in methanol using Ugi 4Component Reaction.<\/p>\n

BOC-GLY-OH, \u00a0STR IS<\/p>\n

\"\"<\/p>\n

Procedure<\/h1>\n

A solution of\u00a0Benzaldehyde\u00a0(212 uL, 2.09 mmol) and\u00a0Furfuryl amine\u00a0(FFA) (235uL, 2.66 mmol )was prepared in methanol-d4 in a 4mL volumetric flask to form an imine overnight. The next day a solution of\u00a0BOC-GLY-OH(350 mg, 1.99 mmol), andBenzylisocyanide\u00a0(240uL, 1.97 mmol) made up in a 4ml volumetric flask in methanol was added to the preformed imine. The product was filtered and washed with ice cold methanol (5mL).
\nCharacterization<\/strong><\/p>\n

<\/strong>tert<\/em>-butyl 5-(benzylamino)-3-(furan-2-ylmethyl)-2,5-dioxo-4-phenylpentylcarbamate:<\/strong><\/p>\n

Colorless Crystals; M.pt 146-148C;<\/p>\n

1HNMR (\"external\u00a0ppm, CDCl3) 1.43 (s, 9H), 4.18 (m, 2H), 4.43 (m, 2H), 4.48 (s, 2H), 5.46 (s, 1H), 5.68 (s, 1H), 5.94 (s, 1H), 6.09 (m, 1H), 6.30 (s, 1H), 7.10-7.50 (m 11H)<\/p>\n

13C NMR (\"external\u00a0ppm, CDCl3) 28.3, 42.5, 42.8, 43.6, 63.0, 79.5, 107.9, 110.3, 110.8, 127.4, 127.6, 128.6, 128.7, 129.6, 134.2, 137.7, 142.0, 149.5, 155.7, 169.0, 170.3;<\/p>\n

FAB HRMS:\u00a0m\/z<\/em>\u00a0478.2366; calcd for C27H31N3O5 (M+H).<\/p>\n","protected":false},"excerpt":{"rendered":"

  To synthesize a Ugi aduct\u00a0from Benzaldehyde, Furfuryl amine, Benzylisocyanide\u00a0and BOC-GLY-OH\u00a0in methanol using Ugi 4Component Reaction. BOC-GLY-OH, \u00a0STR IS Procedure A solution of\u00a0Benzaldehyde\u00a0(212 uL, 2.09 mmol) and\u00a0Furfuryl amine\u00a0(FFA) (235uL, 2.66 mmol )was prepared in methanol-d4 in a 4mL volumetric flask to form an imine overnight. The next day a solution of\u00a0BOC-GLY-OH(350 mg, 1.99 mmol), andBenzylisocyanide\u00a0(240uL,… Continue reading SYNTHESIS OF UGI ADDUCT<\/span><\/a><\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[3,4],"tags":[143,144],"_links":{"self":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/62"}],"collection":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/comments?post=62"}],"version-history":[{"count":2,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/62\/revisions"}],"predecessor-version":[{"id":150,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/62\/revisions\/150"}],"wp:attachment":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/media?parent=62"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/categories?post=62"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/tags?post=62"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}