Synthesis of fused tetramate-oxazolidine and -imidazolidine derivatives and their antibacterial activity

被引：4

作者：

Saney, Liban ^{[1
]}

Panduwawala, Tharindi ^{[1
]}

Li, Xiang ^{[1
,2
]}

Christensen, Kirsten E. ^{[1
]}

Genov, Miroslav ^{[4
]}

Pretsch, Alexander ^{[4
]}

Pretsch, Dagmar ^{[4
]}

Moloney, Mark G. ^{[1
,3
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, 12 Mansfield Rd, Oxford OX1 3TA, England

[2] China Pharmaceut Univ, Dept Pharmaceut Engn, Nanjing 211198, Peoples R China

[3] Oxford Suzhou Ctr Adv Res, Suzhou Ind Pk,Bldg A,388 Ruo Shui Rd, Suzhou 215123, Jiangsu, Peoples R China

[4] Magdalen Ctr, Oxford Antibiot Grp, Oxford Sci Pk, Oxford OX4 4GA, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 23期

基金：

英国工程与自然科学研究理事会;

关键词：

RING-CHAIN-TAUTOMERISM; ACID;

D O I：

10.1039/d3ob00594a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chemoselective route which provides direct access to bicyclic tetramates, making use of Dieckmann cyclisation of functionalised oxazolidines and imidazolidines derived from an aminomalonate, is reported; calculations suggest that the observed chemoselectivity is kinetically controlled and leads to the thermodynamically most stable product. Some compounds in the library showed modest antibacterial activity against Gram-positive bacteria, and this activity is maximal in a well-defined region of chemical space (554 < M-w < 722 g mol(-1); 5.78 < cLogP < 7.16; 788 < MSA < 972 angstrom(2); 10.3 < rel. PSA < 19.08).

引用

页码：4801 / 4809

页数：9

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