{"id":11328,"date":"2022-11-23T03:41:00","date_gmt":"2022-11-22T19:41:00","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=11328"},"modified":"2022-11-23T03:41:00","modified_gmt":"2022-11-22T19:41:00","slug":"chen-yantaos-team-published-research-in-synthesis-in-47-cas-930-36-9","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=11328","title":{"rendered":"Chen, Yantao&#8217;s team published research in Synthesis  in 47 | CAS: 930-36-9"},"content":{"rendered":"<p>Chen, Yantao published the artcile<b><i>Synthesis of Enantiomerically Pure 2-Heteroaromatic-Substituted 1,2-Amino Alcohols from Chiral tert-Butanesulfinyl Aldimines<\/i><\/b>,  <a href=\"https:\/\/www.ambeed.com\/products\/930-36-9.html\">Name:  1-Methylpyrazole<\/a>,  the publication is  Synthesis (2015), 47(5), 679-691, database is CAplus.<\/p>\n<p>Nine R\/S pairs of 2-heteroaromatic-substituted 1,2-amino alcs. were synthesized through 1,2-nucleophilic addition between chiral N-(tert-butylsulfinyl)imines and heteroaromatic carbanions. In most cases, the RS-isomer of N-(tert-butylsulfinyl)imines afforded the (R)-amino alc. from deprotection of the major diastereomer, and (S\/S)-imines afforded the (S)-product. In general, this procedure allows for the preparation of a variety of enantiomeric pairs of 2-heteroaromatic-substituted 1,2-amino alcs. on a practical scale (&gt;10 g) in two steps in good yields. Aldimines were prepared from [<em>S<\/em>(<em>S<\/em>)]-2-methyl-2-propanesulfinamide and [<em>S<\/em>(R)]-2-methyl-2-propanesulfinamide. The synthesis of the target compounds was achieved by a reaction of , [<em>S<\/em>(<em>S<\/em>)]-<em>N<\/em>-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethylidene]-2-methyl-2-propanesulfinamide (chiral auxiliary, tert-butanesulfinyl aldimine) and [<em>S<\/em>(R)]-<em>N<\/em>-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethylidene]-2-methyl-2-propanesulfinamide (chiral auxiliary) with 5-bromo-2-methoxypyridine, 3-bromo-1-methyl-1<em>H<\/em>-pyrazole, 1-methyl-1<em>H<\/em>-imidazole, 2-chloro-1-methyl-1H-imidazole, 4-bromo-2-methoxypyridine, pyrazine, 1-methyl-1H-pyrazole, 1,4-dimethyl-1H-pyrazole, 1-methyl-1H-1,2,4-triazole. Key intermediates included [<em>S<\/em>(<em>S<\/em>)]-<em>N<\/em>-[(1<em>S<\/em>)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(1-methyl-1<em>H<\/em>-1,2,4-triazol-5-yl)ethyl]-2-methyl-2-propanesulfinamide and a diastereomer, [<em>S<\/em>(R)]-<em>N<\/em>-[(1<em>S<\/em>)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(1-methyl-1<em>H<\/em>-1,2,4-triazol-5-yl)ethyl]-2-methyl-2-propanesulfinamide. Chiral \u03b2-(amino)alkanol derivatives included \u03b2-amino-1-methyl-1<em>H<\/em>-1,2,4-triazole-5-ethanol and (\u03b2<em>S<\/em>)-\u03b2-amino-6-methoxy-3-pyridineethanol, (\u03b2<em>R<\/em>)-\u03b2-amino-1-methyl-1H-imidazole-1-ethanol, (\u03b2<em>S<\/em>)-\u03b2-amino-1-pyrazineethanol, (\u03b2R)-\u03b2-amino-1-pyrazineethanol.<\/p>\n<p>Synthesis published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, <a href=\"https:\/\/www.ambeed.com\/products\/930-36-9.html\">Name:  1-Methylpyrazole<\/a>.<\/p>\n<p>Referemce:<br \/><a href=\"https:\/\/en.wikipedia.org\/wiki\/Pyrazole\">https:\/\/en.wikipedia.org\/wiki\/Pyrazole<\/a>,<br \/><a href=\"Pyrazole - Wikipedia\">Pyrazoles &#8211; an overview | ScienceDirect Topics<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Synthesis published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, <a href=\"https:\/\/www.ambeed.com\/products\/930-36-9.html\">Name:  1-Methylpyrazole<\/a>.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[245,131],"tags":[784],"class_list":["post-11328","post","type-post","status-publish","format-standard","hentry","category-930-36-9","category-pyrazoles-derivatives","tag-m-w50-100"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - 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