Item type |
itemtype_ver1(1) |
公開日 |
2021-11-12 |
タイトル |
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タイトル |
Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor |
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言語 |
en |
著者 |
Fuse, Shinichiro
Komuro, Keiji
Otake, Yuma
Masui, Hisashi
Nakamura, Hiroyuki
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アクセス権 |
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アクセス権 |
open access |
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アクセス権URI |
http://purl.org/coar/access_right/c_abf2 |
権利 |
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言語 |
en |
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権利情報 |
"This is the peer reviewed version of the following article: [S. Fuse, K. Komuro, Y. Otake, H. Masui, H. Nakamura, Chem. Eur. J. 2021, 27, 7525.], which has been published in final form at [https://doi.org/10.1002/chem.202100059]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited." |
内容記述 |
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内容記述 |
Lactams are cyclic amides that are indispensable as drugs and as drug candidates. Conventional lactamization includes acid-mediated and coupling-agent-mediated approaches that suffer from narrow substrate scope, much waste, and/or high cost. Inexpensive, less-wasteful approaches mediated by highly electrophilic reagents are attractive, but there is an imminent risk of side reactions. Herein, a methods using highly electrophilic triphosgene in a microflow reactor that accomplishes rapid (0.5–10 s), mild, inexpensive, and less-wasteful lactamization are described. Methods A and B, which use N-methylmorpholine and N-methylimidazole, respectively, were developed. Various lactams and a cyclic peptide containing acid- and/or heat-labile functional groups were synthesized in good to high yields without the need for tedious purification. Undesired reactions were successfully suppressed, and the risk of handling triphosgene was minimized by the use of microflow technology. |
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言語 |
en |
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内容記述タイプ |
Abstract |
出版者 |
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言語 |
en |
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出版者 |
Wiley |
言語 |
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言語 |
eng |
資源タイプ |
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資源タイプresource |
http://purl.org/coar/resource_type/c_6501 |
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タイプ |
journal article |
出版タイプ |
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出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
関連情報 |
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関連タイプ |
isVersionOf |
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識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.1002/chem.202100059 |
収録物識別子 |
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収録物識別子タイプ |
PISSN |
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収録物識別子 |
0947-6539 |
書誌情報 |
en : Chemistry – A European Journal
巻 27,
号 27,
p. 7525-7532,
発行日 2021-05-12
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ファイル公開日 |
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日付 |
2022-05-12 |
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日付タイプ |
Available |