Convenient Synthesis of (R)-3-[(tert-Butoxycarbonyl)amino]-piperidine and (R)-3-[(tert -Butoxycarbonyl)amino]azepane

被引：2

作者：

Kadyrov, Renat ^{[1
,2
]}

Tok, Oleg L. ^{[1
]}

机构：

[1] Acad Sci Czech Republ, Inst Inorgan Chem, Rez 25068, Czech Republic

[2] Evonik Resource Efficiency GmbH, Rodenbacher Chaussee 4, D-63457 Hanau, Germany

来源：

SYNTHESIS-STUTTGART | 2021年 / 53卷 / 19期

关键词：

amides; amines; hydrogenation; heterogeneous catalysis; chirality; ALPHA-AMINO-ACIDS; CONFORMATIONALLY CONSTRAINED ANALOGS; PHARMACOPHORE-BASED MOLECULES; SCALABLE BIOCATALYTIC ROUTE; INTEGRIN-ALPHA(V)BETA(3) ANTAGONISTS; BIOLOGICAL EVALUATION; FACILE SYNTHESIS; DELTA-LACTAMS; GAMMA-LACTAMS; DERIVATIVES;

D O I：

10.1055/a-1526-7657

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(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 H-2, room temperature) and without isolation, over a standard hydrogenation catalyst (5% Pt/C).

引用

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页码：3573 / 3577

页数：5

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