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Convenient Synthesis of (R)-3-[(tert-Butoxycarbonyl)amino]piperidine and (R)-3-[(tert-Butoxycarbonyl)amino]azepane
Synthesis ( IF 2.2 ) Pub Date : 2021-06-10 , DOI: 10.1055/a-1526-7657
Renat Kadyrov 1 , Oleg L. Tok 1
Affiliation  

(R)-3-[(tert-Butoxycarbonyl)amino]piperidine and (R)-3-[(tert-butoxycarbonyl)amino]azepane were prepared in two steps starting from d-ornithine and d-lysine, respectively. In the key step, N-Boc-protected 3-aminolactams were converted into imido esters by O-alkyl­ation and then hydrogenated to amines, under mild conditions (5 bar H2, room temperature) and without isolation, over a standard hydrogenation catalyst (5% Pt/C).

中文翻译:

(R)-3-[(叔丁氧羰基)氨基]哌啶和(R)-3-[(叔丁氧羰基)氨基]氮杂环庚烷的方便合成

(R)-3-[(叔丁氧基羰基)氨基]哌啶和(R)-3-[(叔丁氧基羰基)氨基]氮杂环庚烷分别从d-鸟氨酸和d-赖氨酸开始分两步制备。在关键步骤中,N-Boc 保护的 3-氨基内酰胺通过 O-烷基化转化为亚氨基酯,然后在温和条件(5 bar H2,室温)下不经分离,在标准氢化催化剂(5 % 铂/碳)。
更新日期:2021-07-13
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