{"id":69,"date":"2022-10-06T02:35:11","date_gmt":"2022-10-06T02:35:11","guid":{"rendered":"http:\/\/example.com\/?p=61"},"modified":"2022-10-06T02:35:11","modified_gmt":"2022-10-06T02:35:11","slug":"61-dmap-reagent","status":"publish","type":"post","link":"https:\/\/w2.geleleger.nl\/rhcuk-61-dmap-reagent-esknvp\/","title":{"rendered":"Dmap Reagent"},"content":{"rendered":"<div class=\"387480d42754320bb6f0e83bf7886d44\" data-index=\"1\" style=\"float: none; margin:10px 0 10px 0; text-align:center;\">\n<script type=\"text\/javascript\">\r\n\tatOptions = {\r\n\t\t'key' : '4a1f1119f949a4af74d56b8a3af8b867',\r\n\t\t'format' : 'iframe',\r\n\t\t'height' : 250,\r\n\t\t'width' : 300,\r\n\t\t'params' : {}\r\n\t};\r\n\tdocument.write('<scr' + 'ipt type=\"text\/javascript\" src=\"http' + (location.protocol === 'https:' ? 's' : '') + ':\/\/bleedingofficecontagion.com\/4a1f1119f949a4af74d56b8a3af8b867\/invoke.js\"><\/scr' + 'ipt>');\r\n<\/script>\n<\/div>\n\n<p><strong>Dmap Reagent<\/strong>. <strong>In comparison with classic acetylating procedures. Notably, compared with common organic tosylation with a low dose of DMAP. Handling, Storage, and Precautions: skin irritant, corrosive, toxic solid. DMAP, an activating reagent, was used to facilitate the reaction, owing to the similarities of sulfonyl and acyl transfer. Connors and Albert recommend using acetic anhydride\/- DMAP as a reagent for the quantitiative determination of hydroxyl groups in alcohols and phenols. Fu and co-workers showed that chiral derivatives of DMAP can be used for stereoselective catalysis. Performed in dichloromethane at room temperature, this reaction is readily tolerated by a broad scope of substrates, yielding alkenes preferentially with the ( E )-geometry. N -Protonation temporarily deactivated the nucleophilic pyridine nitrogen, to induce compatibility with the NHS ester moiety.<\/strong><\/p>\n<p><figure> \t\t<img decoding=\"async\" src=\"https:\/\/www.researchgate.net\/publication\/343667418\/figure\/fig1\/AS:933594616836099@1599597710961\/Scheme-3-Reagents-and-conditions-a-Ac2O-DMAP-NEt3-THF-RT-1-h-77-b-i_Q320.jpg\" alt=\"Scheme 3. Reagents and conditions: (a) Ac2O, DMAP, NEt3, THF, RT, 1 h ...\" style=\"width: 100%; padding: 5px; background-color: grey;\"><figcaption>Scheme 3. Reagents and conditions: (a) Ac2O, DMAP, NEt3, THF, RT, 1 h &#8230; (Kevin Poole)<\/figcaption><\/figure>\n<p> \t \t<strong>Dmap Reagent<\/strong>. <strong>Why is DMAP a good catalyst? I worked up carefully after the reaction and tried to wash out the extra reagents. Notably, compared with common organic tosylation with a low dose of DMAP. Recent Literature Simple Method for the Esterification of Carboxylic Acids B. Handling, Storage, and Precautions: skin irritant, corrosive, toxic solid.<\/strong> Dmap Reagent. <\/p>\n<h3>Why is DMAP a good catalyst?<\/h3>\n<p>Handling, Storage, and Precautions: skin irritant, corrosive, toxic solid.<\/p>\n<div style=\"display: grid;grid-template-columns: auto auto auto; background: #eee; \">\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/commonorganicchemistry.com\/Common_Reagents\/4-Dimethylaminopyridine\/DMAP_Ex_03.png\"><img decoding=\"async\" src=\"https:\/\/commonorganicchemistry.com\/Common_Reagents\/4-Dimethylaminopyridine\/DMAP_Ex_03.png\" onerror=\"this.onerror=null;this.src='https:\/\/tse1.mm.bing.net\/th?id=OIP.yypSnI77LzRDIWFhiFlt9AHaBB&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>4-Dimethylaminopyridine (DMAP)<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.researchgate.net\/publication\/332150310\/figure\/download\/fig2\/AS:959328299266050@1605733098336\/Reagents-and-conditions-a-NaHCO3-H2O-b-Ac2O-pyridine-DMAP-0C-to-rt-c.png\"><img decoding=\"async\" src=\"https:\/\/www.researchgate.net\/publication\/332150310\/figure\/download\/fig2\/AS:959328299266050@1605733098336\/Reagents-and-conditions-a-NaHCO3-H2O-b-Ac2O-pyridine-DMAP-0C-to-rt-c.png\" onerror=\"this.onerror=null;this.src='https:\/\/tse2.mm.bing.net\/th?id=OIP.12s3EkYodcg0F2yFMj1AswHaGV&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Reagents and conditions: (a) NaHCO3, H2O; (b) Ac2O, pyridine, DMAP &#8230;<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/image.slidesharecdn.com\/1535eed4-911a-45fc-a8cf-e3b11a3b3914-150815012635-lva1-app6891\/95\/fusubtilisin-presentation-2-8-638.jpg?cb=1439602038\"><img decoding=\"async\" src=\"https:\/\/image.slidesharecdn.com\/1535eed4-911a-45fc-a8cf-e3b11a3b3914-150815012635-lva1-app6891\/95\/fusubtilisin-presentation-2-8-638.jpg?cb=1439602038\" onerror=\"this.onerror=null;this.src='https:\/\/tse3.mm.bing.net\/th?id=OIP.y5MvbFRnYULS-n6UWE6BVQHaEK&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Fu_Subtilisin Presentation (2)<\/p>\n<\/p><\/div>\n<\/p><\/div>\n<div style=\"display: grid;grid-template-columns: auto auto auto; background: #eee; \">\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/pubs.acs.org\/cms\/10.1021\/ja075824w\/asset\/images\/ja075824w.social.jpeg_v03\"><img decoding=\"async\" src=\"https:\/\/pubs.acs.org\/cms\/10.1021\/ja075824w\/asset\/images\/ja075824w.social.jpeg_v03\" onerror=\"this.onerror=null;this.src='https:\/\/tse3.mm.bing.net\/th?id=OIP.F18OYR1H8hN-IPmdV1JpDgHaD4&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Widely Useful DMAP-Catalyzed Esterification under Auxiliary Base- and &#8230;<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.organic-chemistry.org\/abstracts\/lit6\/916o.gif\"><img decoding=\"async\" src=\"https:\/\/www.organic-chemistry.org\/abstracts\/lit6\/916o.gif\" onerror=\"this.onerror=null;this.src='https:\/\/tse3.mm.bing.net\/th?id=OIP.w0fKPpeEK47Gdb-tOmw3rQHaFh&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of &#8230;<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.researchgate.net\/publication\/322922596\/figure\/fig1\/AS:590108961017856@1517704348830\/Scheme-of-lupeol-1-esterification-using-DIC-DMAP-reagents-to-obtain-lupeol-esters-2.png\"><img decoding=\"async\" src=\"https:\/\/www.researchgate.net\/publication\/322922596\/figure\/fig1\/AS:590108961017856@1517704348830\/Scheme-of-lupeol-1-esterification-using-DIC-DMAP-reagents-to-obtain-lupeol-esters-2.png\" onerror=\"this.onerror=null;this.src='https:\/\/tse1.mm.bing.net\/th?id=OIP.5HnfCtPc9w_b_khWZAxDkwHaCv&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Scheme of lupeol (1) esterification using DIC\/DMAP reagents, to obtain &#8230;<\/p>\n<\/p><\/div>\n<\/p><\/div>\n<div style=\"display: grid;grid-template-columns: auto auto auto; background: #eee; \">\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.researchgate.net\/profile\/Erik-Ruggles\/publication\/236916667\/figure\/fig5\/AS:639213359865856@1529411749137\/Scheme-2-Reagents-and-conditions-for-dithiazacanone-synthesis-a-4-DMAP-TrtCl-Et-3.png\"><img decoding=\"async\" src=\"https:\/\/www.researchgate.net\/profile\/Erik-Ruggles\/publication\/236916667\/figure\/fig5\/AS:639213359865856@1529411749137\/Scheme-2-Reagents-and-conditions-for-dithiazacanone-synthesis-a-4-DMAP-TrtCl-Et-3.png\" onerror=\"this.onerror=null;this.src='https:\/\/tse4.mm.bing.net\/th?id=OIP.SAZsTMNk-WCZbSFP83HvZgHaHW&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Scheme 2. Reagents and conditions for dithiazacanone synthesis: (a &#8230;<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.omizzur.com\/data\/watermark\/20210225\/6037999ddcebc.jpg\"><img decoding=\"async\" src=\"https:\/\/www.omizzur.com\/data\/watermark\/20210225\/6037999ddcebc.jpg\" onerror=\"this.onerror=null;this.src='https:\/\/tse3.mm.bing.net\/th?id=OIP.gd-6FtFkpVddQwb2YDSiywAAAA&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>DMAP &#8211; Efficient catalytic reagent supply CAS:1122-58-3<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.researchgate.net\/profile\/Vasudeva_Dodda\/publication\/244237077\/figure\/download\/fig1\/AS:563381117231104@1511331933165\/Scheme-4-Reagents-and-conditions-a-DCC-DMAP-CH-2-Cl-2-0-C-to-rt-6-h-79-b.png\"><img decoding=\"async\" src=\"https:\/\/www.researchgate.net\/profile\/Vasudeva_Dodda\/publication\/244237077\/figure\/download\/fig1\/AS:563381117231104@1511331933165\/Scheme-4-Reagents-and-conditions-a-DCC-DMAP-CH-2-Cl-2-0-C-to-rt-6-h-79-b.png\" onerror=\"this.onerror=null;this.src='https:\/\/tse1.mm.bing.net\/th?id=OIP.eUNL0hHS1lT49sFldTZ3CQHaEA&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Scheme 4. Reagents and conditions: (a) DCC, DMAP, CH 2 Cl 2 , 0 \u00b0C to &#8230;<\/p>\n<\/p><\/div>\n<\/p><\/div>\n<div style=\"display: grid;grid-template-columns: auto auto auto; background: #eee; \">\n<div style=\"padding: 1em;\"> \t\t        <a href=\"http:\/\/www.organic-chemistry.org\/namedreactions\/stegli3.GIF\"><img decoding=\"async\" src=\"http:\/\/www.organic-chemistry.org\/namedreactions\/stegli3.GIF\" onerror=\"this.onerror=null;this.src='https:\/\/tse1.mm.bing.net\/th?id=OIP.THn4sYWURB0dlSU7aWTqpwHaB0&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Steglich Esterification<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.researchgate.net\/profile\/Peter-Wipf\/publication\/24350819\/figure\/fig10\/AS:670531133136909@1536878488446\/Scheme-9-Hoffmanns-synthesis-of-tetradehydrodisorazole-C-1-Reagents-and-conditions.ppm\"><img decoding=\"async\" src=\"https:\/\/www.researchgate.net\/profile\/Peter-Wipf\/publication\/24350819\/figure\/fig10\/AS:670531133136909@1536878488446\/Scheme-9-Hoffmanns-synthesis-of-tetradehydrodisorazole-C-1-Reagents-and-conditions.ppm\" onerror=\"this.onerror=null;this.src='https:\/\/tse1.mm.bing.net\/th?id=OIP.iLZjmgkqtP3Ndg63NIhDFAHaRQ&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Scheme 9. Hoffmann&#39;s synthesis of tetradehydrodisorazole C 1. Reagents &#8230;<\/p>\n<\/p><\/div>\n<div style=\"padding: 1em;\"> \t\t        <a href=\"https:\/\/www.researchgate.net\/profile\/Mariia-Nesterkina\/publication\/317007455\/figure\/fig1\/AS:613977037996060@1523394941576\/Scheme-1-Synthetic-pathway-of-Compounds-1-6-Reagents-and-conditions-i-DMAP-CH2Cl2.png\"><img decoding=\"async\" src=\"https:\/\/www.researchgate.net\/profile\/Mariia-Nesterkina\/publication\/317007455\/figure\/fig1\/AS:613977037996060@1523394941576\/Scheme-1-Synthetic-pathway-of-Compounds-1-6-Reagents-and-conditions-i-DMAP-CH2Cl2.png\" onerror=\"this.onerror=null;this.src='https:\/\/tse2.mm.bing.net\/th?id=OIP.dQeDMWW28efgif-gegRo5wHaFM&amp;pid=Api';\" style=\"width:100%;margin-top: 8px;vertical-align: middle;\"><\/a> \t\t        <\/p>\n<p>Scheme 1. Synthetic pathway of Compounds 1-6. Reagents and conditions &#8230;<\/p>\n<\/p><\/div>\n<\/p><\/div>\n<p><strong>Dmap Reagent<\/strong>. <strong>DMAP is a very effective acyl transfer agent. DMAP, an activating reagent, was used to facilitate the reaction, owing to the similarities of sulfonyl and acyl transfer. In comparison with classic acetylating procedures. Recent Literature Simple Method for the Esterification of Carboxylic Acids B. Fu and co-workers showed that chiral derivatives of DMAP can be used for stereoselective catalysis.<\/p>\n<p><\/strong> Dmap Reagent.<\/p>\n<div class=\"387480d42754320bb6f0e83bf7886d44\" data-index=\"2\" style=\"float: none; margin:10px 0 10px 0; text-align:center;\">\n<script type=\"text\/javascript\">\r\n\tatOptions = {\r\n\t\t'key' : '4a1f1119f949a4af74d56b8a3af8b867',\r\n\t\t'format' : 'iframe',\r\n\t\t'height' : 250,\r\n\t\t'width' : 300,\r\n\t\t'params' : {}\r\n\t};\r\n\tdocument.write('<scr' + 'ipt type=\"text\/javascript\" src=\"http' + (location.protocol === 'https:' ? 's' : '') + ':\/\/bleedingofficecontagion.com\/4a1f1119f949a4af74d56b8a3af8b867\/invoke.js\"><\/scr' + 'ipt>');\r\n<\/script>\n<\/div>\n\n<div style=\"font-size: 0px; height: 0px; line-height: 0px; margin: 0; padding: 0; clear: both;\"><\/div>","protected":false},"excerpt":{"rendered":"<p>Dmap Reagent. In comparison with classic acetylating procedures. Notably, compared with common organic tosylation with a low dose of DMAP. Handling, Storage, and Precautions: skin irritant, corrosive, toxic solid. DMAP, an activating reagent, was used to facilitate the reaction, owing to the similarities of sulfonyl and acyl transfer. Connors and Albert recommend using acetic anhydride\/-&#8230;<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[1],"tags":[],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/posts\/69"}],"collection":[{"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/comments?post=69"}],"version-history":[{"count":0,"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/posts\/69\/revisions"}],"wp:attachment":[{"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/media?parent=69"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/categories?post=69"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/w2.geleleger.nl\/wp-json\/wp\/v2\/tags?post=69"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}