Synthesis 2019; 51(19): 3638-3650
DOI: 10.1055/s-0039-1690097
paper
© Georg Thieme Verlag Stuttgart · New York

Benzyl Acetylcarbamate Potassium Salt (BENAC-K): A Simple Nucleophilic N-Acetamide Equivalent

Takeo Sakai
Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku-ku, Nagoya 468-8503, Japan   Email: sakait@meijo-u.ac.jp
,
Toshiki Tatematsu
,
Ayumi Fukuta
,
Satomi Kasai
,
Kahori Hayashi
,
Yuji Mori
› Author Affiliations
This research was partially supported by Grants-in-Aid for Scientific Research (C) (16K08182 and 16K08183) from the Japan Society for the Promotion of Science (JSPS) and the Research Foundation for Pharmaceutical Sciences.
Further Information

Publication History

Received: 27 May 2019

Accepted after revision: 29 May 2019

Publication Date:
19 June 2019 (online)


Abstract

Benzyl acetylcarbamate potassium salt (BENAC-K) has been developed as a simple nucleophilic acetamide equivalent. A broad variety of alkyl halides were converted into benzyloxycarbonyl-protected N-alkylacetamides in high yields by simple treatment with an almost equimolar (1.1 equiv) amount of BENAC-K in a polar solvent.

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